Kwanjai Kanokmedhakul

• Professor
• Khon Kaen University

The first investigation of the phytochemical profile of the flowers of Croton krabas led to the isolation of two new clerodane diterpenes, 6S-crotocaudin (1) and crotocaudin B (2), together with two known clerodanes, 6S-crotoeurin C (3) and isoteucvin (4). The structures and absolute configurations of isolated clerodanes were elucidated by extensiv...

Investigation of extracts from bulbils of Dioscorea bulbifera L. yielded two new norclerodane diterpenoids, diosbulbin N acetate (1) and epi-diosbulbin B (3), together with eleven known compounds. Their structures were established based on spectroscopy. The absolute configurations of 1 and diosbulbin B (2) were determined by X-ray crystallographic...

Phytochemical investigation of the stems of Bridelia stipularis led to the isolation of a new triterpene, 3β-O-trans-feruloylfriedelinol (1), together with five known compounds, friedelin (2), 3β-friedelinol (3), lupeol (4), stigmasterol (5), and 4-(1,5-dimethyl-3-oxo-4-hexenyl)benzoic acid (6). Their structures were identified by intensive spectro...

The COVID-19 pandemic, caused by severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2), remains a global public health crisis. The reduced efficacy of therapeutic monoclonal antibodies against emerging SARS-CoV-2 variants of concern (VOCs), such as omicron BA.5 subvariants, has underlined the need to explore a novel spectrum of antivirals th...

Three new furanoxanthones, macochinxanthones A-C (1-3) and sixteen known xanthones (4-19) were isolated from the roots of Maclura cochinchinensis. Their structures were elucidated by spectroscopic analysis including NMR, UV and IR, as well as mass spectrometry. Chiral-phase HPLC analysis of 1-3 revealed that they were scalemic mixtures with an enan...

Chromatographic separation of the crude extracts from the roots of Ventilago denticulata led to the isolation of four new anthraquinones, ventilanones L–O (1–4), together with eight known anthraquinones (5–12). Their structures were elucidated by spectroscopic methods (UV, IR, ¹H NMR, ¹³C NMR, and 2D NMR) and mass spectrometry (MS), as well as comp...

The first investigation of Phyllanthus mirabilis Müll.Arg. led to the isolation of six undescribed compounds including two tyramine derivatives: phyllatyramines A and B; three butenolide analogues, phyllantenolide, phyllantenocoside-O-gallate and epi-phyllantenocoside-O-gallate; and a flavanonol gallate, (−)-taxifolin-3-O-gallate; as well as two fi...

Five new compounds including, a neolignan, eupomatenoid-19 (1) and four polyoxygenated seco-cyclohexenes, artahongkongenes G-J (2–5), together with fifteen known compounds (6–20) were isolated from the stems and leaves of Piper suipigua Buch.-Ham. ex D. Don. Their structures were determined by spectroscopic evidence (IR, UV, ¹H NMR, ¹³C NMR and 2 D...

Four new depsidones, mollicellins V-Y (1-4), together with eight known depsidones (5-12) were isolated from the endophytic fungus, Chaetomium brasiliense, detached from stems of Thai rice. Their structures were determined by extensive spectroscopic methods. Mollicellins X, H, and F (3, 8 and 10) showed potent cytotoxicity against the human oral epi...

Fourteen isopimarane diterpenoids (1-14) were isolated from the rhizomes of Kaempferia galanga, including four new compounds (1-4). The isolated secondary metabolites were identified through analysis of spectroscopic (1 D and 2 D NMR) and mass spectrometric data, together with X-ray diffraction studies. Compounds 4-5, 7-11, and 13 showed strong ant...

Phytochemical investigation of Walsura trichostemon leaves led to the isolation of a new apotirucallane‐type triterpenoid, 11,25‐dideacetyl‐16‐hydroxytrichostemonate (1), along with two known apotirucallane‐type triterpenoids (2 and 3), two known tirucallane‐type triterpenes (4 and 5), and two known steroids (6 and 7). Their structures were identif...

Three new indole diterpenoids, aculeatupenes A–C (1–3), together with four known compounds (4–7), were isolated from the mycelium of Aspergillus aculeatus KKU-CT2. Their structures were established by spectroscopic evidence and absolute configurations of 1–3 were determined by comparison of their experimental and calculated ECD spectra. Compounds 1...

A phytochemical investigation of the stems and leaves of Piper wallichii led to the isolation of two new compounds, an aryl alkanone, piwalkanone (1) and a dioxoaporphine alkaloid, piwallidione (2), together with nine known compounds, a dioxoaporphine alkaloid, cepharadione A (3); two aristolactams, piperolactam A (4) and stigmalactam (5); a piperi...

The first phytochemical investigation from the stems of Croton krabas resulted in the isolation of three new ent-clerodane diterpenoids, crotonkrabases A-C (1–3), along with two known compounds, 12-oxohardwickiic acid (4) and crotonpyrone B (5). Their structures were elucidated using extensive spectroscopic methods. The structure of 3 was unambiguo...

Three new pyrrolobenzoxazine sesquiterpenoids, talatrachyoxazines A – C (1 – 3), together with fourteen known compounds (4 – 17), were isolated from the fungus Talaromyces trachyspermus EU23. Their structures were identified by spectroscopic evidence and mass spectrometry. The absolute configurations of 1 – 3 were determined by NOESY data and compa...

Three undescribed spirosteroids, asparacemosones A–C, an undescribed spiro-21-norsteroid, asparacemosone D, along with seven known compounds were isolated from Thai herbal plant Asparagus racemosus Willd. roots. Their structures were elucidated by spectroscopic analysis including NMR, UV, IR and mass spectrometry. The absolute configurations of asp...

An antibacterial activity-guided phytochemical investigation of the fungus Sanghuangporus sp. resulted in the isolation of two new cyclofarnesane sesquiterpenoids, (4S,6S)-4-hydroxy-γ-ionylideneacetic acid (1) and (4R,5R,6S)-5,14-dihydro-4-hydroxy-γ-ionylideneacetic acid (2), together with three known compounds, γ-ionylideneacetic acid (3), 1S-(2E)...

The Magnaporthe oryzae isolate PO2 was proven to cause rice blast var. PSL 2 in this study. Chaetomium elatum, Chaetomium lucknowense and Chaetomium brasiliense were antagonised to M. oryzae. The hexane extract of C. brasiliense gave the highest inhibition of the spore production with an ED₅₀ of 35 ppm, the EtOAC extract of C. lucknowens...

A new (naphthalenyl)methyl acetate, (1,4,5-trimethoxynaphthalen-2-yl)methyl acetate (1) and (±)-4,5-dihydroxy-2-methyltetralone (2) were isolated together with five lupane triterpenes (3–7), naphthoquinone derivatives (8–13), coumarins (14 and 15) and a vanillic acid (16) from the stems of Diospyros ehretioides. Their structures were established th...

Two new meroterpenoid pyrones, chevalone G (1) and aszonapyrone C (2), a new indole alkaloid, 7-chlorofischerindoline (3) and a new bicyclic brasiliamide, brasiliamide H (4), together with sixteen known compounds, 5-20 were isolated from the fungus Neosartorya hiratsukae. Their structures were established on the basis of spectroscopic evidence. The...

Two new aromadendrin rhamnosides, cissusfoliate A (1) and 3-epi-cissusfoliate A (2) together with seven known compounds (3-9) were isolated from the roots of Cissus rheifolia Planch. Their structures were determined by extensive spectroscopic methods. The absolute configurations of compounds 1-5 were assigned by combination of the J coupling consta...

Chromatographic separation of crude extracts from the leaves and stems of Croton poomae Esser led to the isolation of two new clerodane diterpenes crotonolide K (1) and furocrotinsulolide A acetate (2) and six known clerodane diterpenes (3–8), together with twelve known compounds (9–20). Their structures were established from spectroscopic analysis...

Phytochemical investigation of the roots of Walsura trichostemon, a Thai medicinal plant, provided a new tirucallane, 3-epimesendanin S 12-acetate (1), together with four known compounds, 3-epimesendanin S (2), meliasenin G (3), β-sitosterol (4) and β-sitosterol glucoside (5). Their structures were characterized by intensive spectroscopy including...

Two new meroditerpene pyrones, chevalone F (1) and 11-hydroxychevalone E (2), a new tryptoquivaline analog, tryptoquivaline V (3) and a new brasiliamide analog, brasiliamide G (4), together with thirteen known compounds, chevalones A-C (5-7), chevalone E (8), 11-hydroxychevalone C (9), pyripyropene A (10), isochaetominine C (11), pyrrolobenzoxazine...

A new plumbagin derivative, 3-(5-oxohexyl)plumbagin (1), together with six known benzoquinone derivatives (2–7), four known triterpenoids (8–11) and coniferyl aldehyde (12) were isolated from Diospyros undulata roots. Their structures were elucidated by intensive spectroscopy including 1 D and 2 D NMR, UV, IR and MS spectrometric analysis. Compound...

Chromatographic separation of extracts from the fungal biomass of a plant pathogenic fungus, Myrothecium roridum, yielded 8 trichothecene toxins including 6 type D trichothecenes (1–6) and 2 type A trichothecenes (7–8). 6′,12′-Epoxymyrotoxin A (1) and 7′-hydroxymytoxin B (2) were new macrocyclic trichothecenes, while the other trichothecenes were i...

Three new flavans, (2S)-7-O-galloyl-5,3′,4′-trihydroxyflavan (1), (2S)-7,3'-O-digalloyl-5,4'-dihydroxyflavan (2), and (2S)-7,4'-O-digalloyl-5,3'-dihydroxyflavan (3), together with four known compounds, (2S)-5,7,3′,4′-tetrahydroxyflavan (4), (-)-epicatechin (5), (-)-syringaresinol (6), and methyl gallate (7) have been isolated from the EtOAc extract...

Six new polyketide-derived oxaphenalenone dimers, talaromycesone C (1) and macrosporusones A-E (2–6), together with eight known analogs, were isolated from the mycelium of the fungus Talaromyces macrosporus KKU-1NK8. Their structures were established based on their spectroscopic data and MS. The absolute configurations of new compounds 1–6 were det...

Two new p-terphenyls, neonambiterphenyls A and B (1–2), a new benzoquinone, neonambiquinone A (3), together with six known sesquiterpenes (4–9), were isolated from the bioluminescent mushroom Neonothopanus nambi PW3. The isolated compounds were identified by mass, IR and spectroscopic analyses (1D and 2D NMR). Compounds 1–3 and 5–7 showed cytotoxic...

Chromatographic separation of fruits and flowers of the Thai medicinal plant, Miliusa velutina, resulted in the isolation of five new rare homogentisic acid derivatives, miliusanal (1) and miliusanones A-D (2–5), together with fifteen known secondary metabolites (6–20). Their structures were determined through the use of extensive spectroscopic dat...

The antagonistic fungus, Chaetomium brasiliense was tested to control Phytophthora palmivora causing rot disease of Durian (Durio zibithenus L.) var Montong by crude extracts and Nano-particles derived from Ch. brasiliense. Crude extracts of antagonistic fungus was tested for antifungal biological activities. The crude extracts from antagonistic fu...

Durian are the economically fruit trees in Thailand. The important problem of durian is root rot disease caused by Phytophthora palmivora. This study was used Chaetomium elatum to control the P. palmivora causing root rot disease of durian by dual culture method, crude extract test and nano particles test derived from Ch. elatum. Dual-culture test...

Nano-particles derived from Chaetomium lucknowense proved to be antagonized Pyricularia oryzae causing rice blast disease var. RD57. Result showed that nano-ECL, nano-MCL and nano-HCL expressed antifungal activities against P. oryzae (rice blast disease) at the ED 50 values were 82, 114, 181ppm, respectively. In pot experiment, the nano-CL gave sig...

Root rot is one of the most serious disease in Tangerine which caused by Pythium spp. This study tested efficacy of Ch. brasiliense to control Pythium sp. by bi - culture, crude extracts and nano particles testing from Ch. brasiliense to control Pythium sp., in vitro. The results from the bi - culture testing, Ch. brasiliense inhibited mycelium gro...

Chaetomium brasiliense was used in this study to control rice brown spot disease pathogen, Drechslera oryzae. The result of bi-culture test showed that Ch. brasiliense gave the hightest percentage of growth inhibition at 26.38% and had the highest spore inhibition at 23.81%. In crude extracts test, it was found that crude methanol extract obtained...

A new xanthoquinodin B9 (1), together with two known xanthoquinodins, xanthoquinodin A1 (2) and xanthoquinodin A3 (3), three epipolythiodioxopiperazines, chetomin (4), chaetocochin C (5) and dethio-tetra(methylthio)chetomin (6), and four other compounds, chrysophanol (7), emodin (8), alatinone (9), and ergosterol (10) were isolated from the endophy...

Two new ceanothane triterpenes, 3,7-O,O-dibenzoyl ceanothic acid methylester (1) and 3-O-acetyl-7-O-benzoyl ceanothic acid methylester (2), along with nine known compounds (3-11), were isolated from the roots of Colubrina asiatica. The isolated compounds were identified by spectroscopic evidence. Compounds 1 and 2 showed antimalarial activity again...

Two new naphthalenones, cis-isoshinanolone-4-acetate (1) and 3,4-dihydro-4β-hydroxy-5,6-dimethoxy-2α-methyl-1(2H)-naphthalenone (2), were isolated together with three known naphthoquinone derivatives (3-5), four dimeric naphthoquinones (6-9), two coumarins (10-11) and four triterpenoids (12-15) from the stem bark of Diospyros undulata. Their struct...

Three new polyoxygenated cyclohexene derivatives named cherrevenisyls A and B (1 and 2), and ellipeiopsol E (3), along with fifteen known compounds, were isolated from the roots of Uvaria cherrevensis. Their structures were determined by spectroscopic methods including 2D NMR techniques and mass spectrometry. The absolute configurations of 1 and 2...

A new coruleoellagic acid derivative, 3,3′,4,4′,5′-pentamethylcoruleoellagic acid (1) together with nine known compounds, hexamethylcoruleoellagic acid (2), 3,4,3′-tri-O-methylellagic acid (3), heptaphylline (4), 7-methoxymukonal (5), dentatin (6), sinapaldehyde (7), gallic acid (8), 2,6-dimethoxy-4H-pyran-4-one (9) and β-sitosterol (10) were isola...

The chemical investigation of the methanol extract of Hymenodictyon orixense bark, a Thai medicinal herb, provided five compounds. Their structures were identified on the basis of 1D NMR and MS data, as well as by comparison of the data with published values, as an iridoid glycoside: loganin (1), four coumarins: scopoletin (2), scopolin (3), hymexe...

Objective: To investigate the antimelanogenesis properties of three sesame compounds-sesamol, sesamin and sesamolin via two stages of melanin synthesis vis-à-vis sunscreen function and enzyme inhibition in melanoma cell line in order to search for alternative depigmenting agents. Methods: Antimelanogenic effects of sesame lignans were assessed in S...

A unique class of eight bicyclic lactones with a C18 carbon architecture, named velutinones A–H (1–8), three new dimeric styrylpyrones, velutinindimers A–C (9–11), five known compounds, the kawapyrone, yangonin (12), three flavonoids (13–15), and an acetogenin, cananginone H (16) were isolated from the leaves of Miliusa velutina. The absolute confi...

Sixteen compounds were isolated from a Thai medicinal plant, Colubrina asiatica. The isolated compounds were elucidated on the basis of spectroscopic methods (IR, 1D and 2D NMR) as six triterpene acids (1-6), five steroids (7-11), one benzoic acid derivative (12), two peptides (13 and 14), one sesquiterpenoid (15) and one jujubogenin (16). Compound...

A new xanthone derivative, methyl 8-hydroxy-3-hydroxymethylxanthone-1-carboxylate (1), and seven known compounds, 8-hydroxy-3-methylxanthone-1-carboxylate (2), methyl 8-hydroxy-6-methylxanthone-1-carboxylate (3), ergosterol (4), cyathisterone (5), ergosta-4,6,8(14),22-tetraen-3-one (6), calvasterone (7) and 2-hexyl-3-methylmaleic anhydride (8) were...

Two new sterigmatocystin derivatives, oxisterigmatocystins E and F, 1 and 2, along with nine known compounds, oxisterigmatocystins G and H, 3 and 4, sterigmatocystin, 5, N-0532B, 6, O-methylsterigmatocystin 7, N-0532A, 8, 6-O-methylversicolorin A, 9, 6,8-O-dimethylversicolorin A 10, and 8-O-methylaverufin 11 were isolated from the fungus Botryotric...

Two lupane and hopane caffeates (1 and 4) and two hopane coumarates (2 and 3) along with eight known compounds (5-12) were isolated from stems and roots of Lepisanthes senegalensis. Their structures were established on the basis of spectroscopic techniques. The structure of compound 2 was confirmed by single-crystal X-ray diffraction analysis. Trit...

Two new eudesmanolide type sesquiterpenes, indicusalactone (1) and (−) - oxyfrullanolide (2), along with twelve known compounds (3–14), were isolated from the aerial parts of Sphaeranthus indicus. The structures of these compounds were established on the basis of their 1D and 2D NMR spectroscopic data. Compounds 1–4 and 12–14 showed antimalarial ac...

The three component borono‐Mannich reactions of ethyl glyoxylate, primary or secondary amines and pinacol allenylboronate or potassium allenyltrifluoroborate are highly regioselective and give α‐propargylglycinates. The ( S )‐ N ‐ tert ‐butylsulfinyl imine of ethyl glyoxylate underwent an indium chloride catalyzed addition reaction with allenyl pot...

The first reported study of the isolation and identification of compounds from the bark and fruits of Rothmannia wittii yielded two new iridoids, 6β-hydroxy-10-O-acetylgenipin (1) and 10-O-acetylmacrophyllide (2) together with six known iridoids; 6β-hydroxygenipin (3), genipin (4), garjasmine (5), cerbinal (6), and mixture of β-gardiol (7) and α-ga...

Two new azaphilones, dechloroisochromophilone II (1) and epi-isochromophilone III (2), a new natural product, 5-hydroxy-4-methoxy-5,6-dihydro-2H-pyran-2-one (3), together with eleven known compounds, 4–14 were isolated from the fungus, Penicillium multicolor CM01. Their structures were elucidated by spectroscopic methods. Compounds 2, 8, 10 and 11...

A new coumarin, minutuminolate (1), together with eleven known coumarins (2–12), was isolated from the roots of Micromelum minutum. The structures of these compounds were established on the basis of their 1D and 2D NMR spectroscopic data. Compounds 2, 5, 10, 11 and 12 showed cytotoxicity against KB cell line. In addition, compounds 2, 3, 4, 7, 11 a...

A new rare lumazine peptide, penilumamide E (1), together with 13 known compounds (2-14) were isolated from the fungus Aspergillus terreus. Their structures were identified by spectroscopic techniques. The relative configuration of 1 was confirmed by single-crystal X-ray diffraction analysis. Compound 10 exhibited antimalarial activity against Plas...

A new 2H-tetrahydropyran derivative, 6-epi-goniothalesdiol A (1), together with nine known styryllactones (2-10) and five known aristolactams (11-15) were isolated from the bark of Goniothalamus elegants Ast. The structures were elucidated by spectroscopic methods. The isolated compounds were evaluated for their cytotoxicity toward the KB, MCF7 and...

Phytochemical investigation of the EtOAc and MeOH extracts from flowers of Getonia floribunda Roxb., a Thai herbal medicine, resulted in the isolation of two new flavonols, 4′-hydroxy-6,7,8,3′-tetramethoxyflavonol (1) and 4′-hydroxy-6,7,8-trimethoxyflavonol (2), along with a known pachypodol (3). Their structures were elucidated by spectroscopic me...

A new meroterpenoid, named tatenoic acid (1), was isolated from the fungus Neosartorya tatenoi KKU-2NK23, together with five known compounds, aszonapyrones A and B (2 and 3), aszonalenin (4), ergosterol (5) and D-mannitol (6). Their structures were established on the basis of spectroscopic methods. Aszonapyrones A (2) exhibited antimalarial activit...

A new aromatic ester, pilobolusate (1), four new depsidones, pilobolusones A-D (2-5), five known depsidones, (6-10), and ergosterol were isolated from the fungus Pilobolus heterosporus. Their structures were established on the basis of spectroscopic data. Compounds 2 and 4-9 showed cytotoxicity against three cancer cell lines (KB, MCF-7, and NCI-H1...

A revised structure of colossolactone G (1), seven new triterpene lactones, ganodermalactones A-G (2-8), and five known triterpene lactones, colossolactone I (9), schisanlactone B (10), colossolactone B (11), colossolactone E (12), and colossolactone IV (13), and ergosterol have been isolated from cultured biomass of the macrofungi Ganoderma sp. KM...

Two new angular types of azaphilones, isochromophilonol (1) and ochrephilonol (2), together with ten known compounds (3-12), were isolated from Chaetomium cupreum RY202. Their structures were established on the basis of spectroscopic data and the absolute configurations of 1 and 3 were determined by the modified Mosher's method. Compounds 1, 2 and...

Phytochemical investigation of the roots of Leea thorelii led to the isolation of nine compounds. Their structures were determined from spectroscopic data as bergenin (1), 11-O-acetyl bergenin (2), 11-O-(4'-O-methylgalloyl) bergenin (3), 3,5-dihydroxy-4-methoxybenzoic acid (4), ( - )-epicatechin (5), 4″-O-methyl-( - )-epicatechin gallate (6), ( - )...

A new benzyl ester, reessiate (1), anthraquinone, islandicin (2), ergosterol and seven ergosterol derivatives (3-9) were isolated from the fungus Gymnoascus reessii. All structures were identified by spectroscopic methods. This is the first report of their isolation from this fungus. Compounds 4-7 and 9 exhibited antimalarial activity against Plasm...

Sesame contains high nutritional value and important bioactive lignans which are good for health-promoting effects including sesamol. Sesamol is found in trace amounts in sesame. The biological action from the trace amounts of sesamol found might indicate its efficacy. This paper presents a systematic study of the antimelanogenic and skin-protectiv...

The first phytochemical investigation of the bark of Akschindlium godefroyanum (Kuntze) H. Ohashi (Fabaceae), a Thai herbal medicine, resulted in the isolation of two new flavanonols, 7,3',5'-trihydroxy-5-methoxyflavanonol (1) and 7,4'-dihydroxy-5,3'-dimethoxyflavanonol (2), and eight known compounds comprising one flavonol, geraldol (3); three fla...

Chemical investigation from roots of Enkleia siamensis (Kurz) Nervling resulted in the isolation of 10 compounds. Their structures were established on the basis of 1D and 2D NMR spectroscopic data as linobiflavonoid (1), chamaejasmin (2), 7-O-β-d-glucopyranosylchamaejasmin (3), ormocarpin (4), ( - )-wikstromol (5), matairesinol (6), (+)-lariciresin...

Trinorcadalenes, parviflorals A and B (1 and 2), and four bis-trinorcadalenes, parviflorals C-F (3-6), together with the known trinorcadalenes, syriacusins A (7) and C (8), scopoletin (9) and stigmasterol were isolated from roots of Decaschistia parviflora. Their structures were established by spectroscopic techniques. The CD spectra of the bis-tri...

AgNO3-catalyzed cyclization of propargyl amines of type (I) and (VI) followed by 1,3-allylic rearrangement allows a new access to 2-benzofuranmethamines.

Four new flavans, griffinoids A-D (1-4), and two new diarylpropanes, griffithanes E and F (7 and 8), together with two known flavans (5 and 6), four known diarylpropanes, and β-sitosterol, were isolated from the EtOAc extract of the stems of Combretum griffithii. Compounds 3, 4, 5, and 9 exhibited weak antiplasmodial activity, with IC50 values of 1...

Propargyl amines 4, where R3 is aryl, undergo 5-exo-dig cyclization reactions under relatively mild conditions (AgNO3, DMF, 60 deg C, 1 h) to give 3-amino-2,3-dihydro-2-arylmethylidenebenzofurans 5 (R3 = aryl). In contrast, substrates where R3 is alkyl, undergo competing 6-endo-dig and 5-exo-dig cyclization processes. The hydroxymethyl substrate 4...

Alkaloid-like compounds containing a benzo[c]azepine core structure were successfully prepared in three steps from 5H-dibenzo[a,d]cyclohepten-5-ol via the bridging Ritter reaction. Biological studies of these compounds revealed that some of them are AChE inhibitors and antimalarial agents. Graphical abstract

Four new aristolane sesquiterpenes named nambinones A–C (1–3) and 1-epi-nambinone B (4), a new sesquiterpene, nambinone D (5), a known compound, aurisin A (6) as well as a new dimeric sesquiterpene, aurisin K (7), were isolated from two isolates of luminescent mushroom, Neonothopanus nambi, PW1 and PW2. These structures were established on the basi...

Inhibitory effects of Maclura amboinenesis Bl, one plant used traditionally for the treatment of cancers, on metastatic potential of highly metastatic B16F10 melanoma cells were investigated in vitro. Cell proliferation was assessed using the MTT colorimetric assay. Details of metastatic capabilities including invasion, migration and adhesion of B1...

We previously observed that rhinacanthins, which are the main naphthoquinone esters isolated from the roots of a Thai medicinal plant, Rhinacanthus nasutus KURZ. (family Acanthaceae), suppress the growth of Meth-A sarcoma in the tumor-bearing mice and that rhinacanthin-N has the strongest antitumor activity among these naphthoquinone esters tested....

Chemical investigation of fungal biomass of the fungus Syncephalastrum racemosum led to the isolation of new natural products (3R),(5S)-5-hydroxy-de-O-methyllasiodiplodin (1), 6-oxode-O-methyllasiodiplodin (2), in addition to five known compounds, de-O-methyllasiodiplodin (3), lasiodiplodin (4), (3R),(5R)-5-hydroxy-de-O-methyllasiodiplodin (5), erg...

Four new azaphilones named longirostrerones A-D (1-4) and three known sterols, ergosteryl palmitate, ergosterol, and ergosterol peroxide, have been isolated from ethyl acetate extract of the fungus Chaetomium longirostre. These structures were determined by 1D and 2D NMR, IR, UV, MS, and CD spectroscopy. Compounds 1-4 exhibited strong cytotoxicity...

Three new diarylpropanes (1-3), a new arylpropyl quinone (4), and the known 1-(2-hydroxy-4-methoxyphenyl)-3-(4-hydroxy-3-methoxyphenyl)propane (5) were isolated from a methanol extract of stems of Combretum griffithii. Their structures were elucidated by spectroscopic methods. Compounds 1, 2, 4, and 5 showed cytotoxicity against one or more cancer...

Five new meroterpenoids, chevalones A–D (1–4), aszonapyrone B (8), and a new sequiterpene alkaloid, eurochevalierine (5), together with four known compounds, sequiterpene (6), terpenoid pyrrolobenzoxazine named CJ-12662 (7), meroterpenoid, aszonapyrone A (9), and ergosterol were isolated from the fungus Eurotium chevalieri. The structures were esta...

A new 7-oxygenated coumarin, 7-demethylmurralonginol isovalerate (1), and a new natural product, murralonginol (2), together with seven known 7-oxygenated coumarins, murralonginol isovalerate (3), murralongin (4), micromelin (5), scopoletin (6), microminutin (7), murrangatin (8), and minumicrolin (9), were isolated from the fruits of Micromelum min...

Three new sesquiterpenes, named phomoarcherins A-C (1-3), and four known compounds, kampanol A (4), R-mevalonolactone, ergosterol, and ergosterol peroxide, were isolated from the endophytic fungus Phomopsis archeri. These structures were established on the basis of spectroscopic evidence. The structure and absolute configuration of 1 were confirmed...

Six new linear polyacetylenic C25 and C27 acetogenins (1-6), named debilisones A-F, have been isolated from a methanol extract of roots of Polyalthia debilis. Structures of these compounds were determined by spectroscopic techniques. The absolute configuration at C-17 of 2 was assigned by the modified Mosher's method. Compounds 2, 3, and 5 exhibite...

Nine 10-(indol-3-yl)-[13]cytochalasans such as a new chaetoglobosin V (1); two new natural products, prochaetoglobosin III (2) and prochaetoglobosin III(ed) (3); six known chaetoglobosins B-D (4-6), F (7), and G (8) and isochaetoglobosin D (9) in addition to two known sterols, 24(R)-5alpha,8alpha-epidioxyergosta-6-22-diene-3beta-ol (10) and ergoste...

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Five new galloyl and (S)-hexahydroxydiphenyl (HHDP) esters of phenylpropanoid glucosides; 1-O-(E)-coumaroyl-3-galloyl-4,6-(S)-HHDP-beta-D-glucopyranose (21), 1-O-(E)-coumaroyl-3,4,6-trigalloyl-beta-D-glucopyranose (22), 1-O-(E)-caffeoyl-3,4,6-trigalloyl-beta-D-glucopyranose (23), 1-O-(E)-cinnamoyl-3-galloyl-4,6-(S)-HHDP-beta-D-glucopyranose (24), a...

Two new diterpenes, 4- EPI-triptobenzene L ( 1) and 12- O-deacetyl-6- O-acetyl-19- acetyloxycoleon Q ( 2), as well as eight known diterpenes ( 3- 10) were isolated from the aerial parts of Anisochilus hamandii. Structures of the isolated compounds were identified from spectroscopic evidence. Compounds 1, 2, 5, and 10 exhibited antiplasmodial activi...

Four new depsidones, mollicellins K-N (1-4), and six known depsidones, mollicellins B (5), C (6), E (7), F (8), H (9), and J (10), along with two known sterols were isolated from the fungus Chaetomium brasiliense. Their structures were elucidated on the basis of 1D and 2D NMR spectroscopic data and chemical transformation. Among these isolates, 1-3...

Rhinacanthone, a main bioactive naphthoquinone, isolated from roots of Rhinacanthus nasutus KURZ, (family Acanthaceae), a Thai traditional medicine, has been reported to possess anticancer effects, although the anticancer mechanism is still unclear. Therefore, we investigated the effects of rhinacanthone on cell proliferation, cell cycle progressio...

Five new prenylxanthones, ruguloxanthones A-C (1-3), 14-methoxytajixanthone (4), and tajixanthone ethanoate (5), a new bicyclo[3.3.1]nona-2,6-diene derivative, rugulosone (6), and seven known compounds, shamixanthone, tajixanthone, 14-methoxytajixanthone-25-acetate, tajixanthone hydrate, tajixanthone methanoate, isoemericellin, and ergosterol, were...

Goniothalamus laoticus (Annonaceae) is being used traditionally as a tonic and a febrifuge by the local people in the northeastern part of Thailand. To investigate the Thai medicinal plant, Goniothalamus laoticus, for antiplasmodial, antimycobacterial and cytotoxicity activities. The flowers extracts of Goniothalamus laoticus were isolated by chrom...

Four new dimeric spiro-azaplilones, cochliodones A–D (1–4), two new azaphliones, chaetoviridines E and F (5 and 6), a new epi-chaetoviridin A (7), together with five known compounds, chaetoviridin A (8), ergosterol (9), chaetochalasin A (10), 24(R)-5α,8α-epidioxyergosta-6-22-diene-3β-ol (11), and ergosterol-β-d-glucoside (12) were isolated from the...

A new dimeric aporphine alkaloid, bidebiline E (1), and a new natural product, octadeca-9,11,13-triynoic acid (2), along with three known sesquiterpenes, alpha-humulene (3), caryophyllene oxide (4), and (-)-alpha-cadinol (5), and four known isoquinoline alkaloids, laudanosine (6), codamine (7), laudanidine (8), and reticuline (9), were isolated fro...

Bioactivity-guided fractionation of the ethyl acetate-soluble fraction of a methanol extract of the fruits of Casearia grewiifolia afforded eight new clerodane diterpenes, caseargrewiins E-L (1-8), and a known clerodane diterpene, esculentin B (9). The structures of 1-8 were established on the basis of 1D and 2D NMR spectroscopic data. Most of thes...

Three new azaphilones named rotiorinols A-C (1-3), two new stereoisomers, (-)-rotiorin (4) and epi-isochromophilone II (5), and a known compound, rubrorotiorin (6), were isolated from the fungus Chaetomium cupreum CC3003. Structures were established on the basis of spectroscopic evidence. The absolute configuration of 1 was determined by the modifi...

Four new 2-substituted furans, 19-(2-furyl)nonadeca-5,7-diynoic acid (1), 19-(2-furyl)nonadeca-5-ynoic acid (2), 1-(2-furyl)pentacosa-7,9-diyne (3), and ester 21-(2-furyl)heneicosa-14,16-diyne-19-(2-furyl)nonadeca-5,7-diynoate (4) have been isolated from the roots of Polyalthia evecta. Their structures were established by spectroscopic techniques....