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ABSTRACT: Synthesis of novel caffeic acid esters (1 and 2) was accomplished starting from appropriately substituted benzaldehydes (3 and 9). While compound 2 exhibited potent anti-oxidative activity in both the nitroblue tetrazolium and 1,1-diphenyl-2-picrylhydrazyl radical-scavenging models, compound 1 showed moderate 5-lipoxygenase inhibitory activity.
Journal of Asian Natural Products Research 01/2007; 8(8):683-8. · 0.94 Impact Factor
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ABSTRACT: The novel anti-inflammatory properties of the gum resin derived from Boswellia serrata, also known as Salai guggal in Ayurvedic medicine, are well recognized and highly recommended for human consumption. The active constituents of the gum resin are boswellic acids (BAs). Among the BAs, AKBA potently inhibits 5-lipoxygenase product formation with an IC(50) of 1.5 m muM. We developed a novel Boswellia serrata extract (5-Loxin(R)) enriched with 30% AKBA (US Patent 2004/0073060A1). The genetic basis of the anti-inflammatory effects of 5-Loxin(R) was explored in a system of TNFalpha-induced gene expression in human microvascular endothelial cells. 5-Loxin(R) significantly prevented the TNFalpha-induced expression of matrix metalloproteinases and adhesion molecules (ICAM-1 and VCAM-1), and inducible expression of the mediators of apoptosis. With such interesting findings, we planned to determine the broad-spectrum safety of 5-Loxin(R). Acute oral, acute dermal, primary skin and eye irritation, and dose-dependent 90-day subchronic toxicity studies were conducted. In safety studies, acute oral LD(50) of 5-Loxin(R) was found to be greater than 5,000 mg/kg in both male and female Sprague-Dawley rats. No changes in body weight or adverse effects were observed following necropsy. Acute dermal LD(50) of 5-Loxin(R) was found to be >2,000 mg/kg. Primary skin irritation test was conducted with 5-Loxin(R) on New Zealand Albino rabbits and 5-Loxin(R) was classified as nonirritating. Primary eye irritation test was conducted with 5-Loxin on rabbits and 5-Loxin(R) was classified as mildly irritating to the eye. A dose-dependent 90-day subchronic toxicity study demonstrated no significant changes in selected organ weights individually and as percentages of body and brain weights. 5-Loxin(R) supplementation did not cause changes in hepatic DNA fragmentation on 30, 60, or 90 days of treatment. Hematology, clinical chemistry, and histopathological evaluations did not show any adverse effects in all organs tested. Taken together, these results demonstrate the broad spectrum safety of 5-Loxin(R).
Toxicology mechanisms and methods 01/2006; 16(4):199-226. · 1.03 Impact Factor
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ABSTRACT: A new ceramide, (2S,3R,4E)-1,3-dihydroxy-2-[(hexadecanoyl)amino]-nonadeca-4-ene (1), cholest-5-en-3beta,7beta,19-triol (2), identified as its, peracetyl derivative (3), and batyl alcohol (4) were isolated from Pseudopterogorgia species. 1 exhibited antibacterial activity against Gram-positive and Gram-negative bacteria.
Journal of Asian Natural Products Research 02/2001; 3(1):23-9. · 0.94 Impact Factor
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ABSTRACT: The isolation of jusmicranthin (1), a novel lignan from Justicia neesii, is reported. Compound 1 represents a new class of angularly fused arylnaphthalides having a gamma-hydroxylactone unit.
Fitoterapia 10/2000; 71(5):598-9. · 1.85 Impact Factor
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ABSTRACT: (+)-Lariciresinol 3a-acetate [(+)-(3S)-acetyloxymethyl-(2S)-(4-hydroxy-3-methoxyphenyl)-(4R)-[(4-hydroxy-3-methoxyphenyl)methyl]tetrahydrofuran] (1), a metabolite of A. elaeagnoidea was synthesized starting from (-)-lariciresinol (2) in three steps with an overall yield of 66%.
Journal of Asian Natural Products Research 02/2000; 2(2):153-6. · 0.94 Impact Factor
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ABSTRACT: N-[3-(3,4-Dimethoxyphenyl)propanoyl]pyrrole (1) has been synthesized in three steps starting from veratraldehyde (2) with an overall yield of 66%.
Journal of Asian Natural Products Research 02/2000; 2(2):157-60. · 0.94 Impact Factor
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ABSTRACT: A general and staight forward total synthesis of 1,7-bis(4-hydroxyphenyl)-3-hydroxy-1,3-heptadiene-5-one (5) starting from 4-methoxycinnamic acid (6) via ethyl 5-(4-methoxyphenyl)-3-hydroxy-2.4-pentadienoate (14) was accomplished in 19% overall yield.
Journal of Asian Natural Products Research 02/2000; 2(2):111-20. · 0.94 Impact Factor
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ABSTRACT: A rare cembranoid diterpene, (7E,11E.1 R,2S,3R,4R,l4S)-14-acetoxy-3,4-epoxycembra-7,11,15-triene-17,2-olide (1), was isolated from Lobophytum denticulatum and a new polyhydroxysterol, 7-hydroxyandamansterol (9) has been identified as peracetyl derivative from Lobophytum strictum. Several known polyhydroxysterols have also been isolated from these organisms. 1 exhibited moderate antibacterial activity.
Journal of Asian Natural Products Research 02/2000; 2(2):87-95. · 0.94 Impact Factor
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ABSTRACT: A new arylnaphthalide lignan, prostalidin D (6) was isolated as a minor metabolite from Justicia diffusa var. prostrata. 6 contains a rare catechol unit and its structure was confirmed by total synthesis. In addition, seven known lignans, namely, justicidin E (7), helioxanthin (8), justicidin A (9), medioresinol dimethyl ether (10), medioresinol (11), lariciresinol (12) and 8-methoxyisolariciresinol (13) have also been isolated from the same source and identified by direct comparison with authentic samples.
Journal of Asian Natural Products Research 02/2000; 2(4):289-300. · 0.94 Impact Factor
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ABSTRACT: Tetradecyl (E)-ferulate (1) has been synthesized starting from vanillin in four steps with an overall yield of 48%.
Journal of Asian Natural Products Research 02/1999; 2(1):51-4. · 0.94 Impact Factor
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ABSTRACT: Cryptophycin 46 (2), -175 (3), and -176(4) have been identified as three new trace constituents of Nostoc sp. GSV 224. Cryptophycin-46 is an epimer of cryptophycin-3 (5) and to date is the only naturally occurring analogue having the S configuration at C-10 (C-2 in Unit B). Cryptophycins-175 and -176 also differ in unit B where 3 is the O-methyl analogue of cryptophycin-45 (6) and 4 is the O-desmethyl analogue of cryptophycin-21 (8). The relative and absolute stereochemistries of the three new analogues have been related to known cryptophycins by synthesis.
Journal of Natural Products 04/1997; 60(3):302-5. · 3.13 Impact Factor
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Journal of Natural Products 54(6):1639-41. · 3.13 Impact Factor
