[Show abstract][Hide abstract] ABSTRACT: A novel proaporphine-tryptamine dimer alkaloid, named phoebegrandine C1, was isolated from the leaves ofPhoebe grandis(Nees) Merr. Its structural elucidation was carried out using spectroscopic techniques, notably 2D NMR.
[Show abstract][Hide abstract] ABSTRACT: The alkaloidal extract of the leaves of Phoebe grandis (nees) merr. have provided two new minor alkaloids; phoebegrandine D (1), a proaporphine–tryptamine dimer, and phoebegrandine E (2), an indoloquinolizidine. This is the first report on the occurrence of an indoloquinolizidine in the Phoebe species. The crude extract also exhibited antiplasmodial activity (IC50
[Show abstract][Hide abstract] ABSTRACT: A study on the leaves of Aglaia exima led to the isolation of one new and seven known compounds: six triterpenoids and two steroids. Their structures were elucidated and analyzed mainly by using spectroscopic methods; 1D and 2D NMR, mass spectrometry, UV spectrometry and X-ray. All the triterpenoids and steroids were measured in vitro for their cytotoxic activities against eight cancer cell lines; lung (A549), prostate (DU-145), skin (SK-MEL-5), pancreatic (BxPC-3), liver (Hep G2), colon (HT-29), breast (MCF-7) and (MDA-MB-231). The new cycloartane triterpenoid, 24(E)-cycloart-24-ene-26-ol-3-one 1, showed potent cytotoxic activity against colon (HT-29) cancer cell line (IC(50) 11.5μM).
[Show abstract][Hide abstract] ABSTRACT: Two new dammarane triterpenoids, aglinone (1) and aglinin E (20S,24S-epoxy-25-hydroxy-1-en-dammarene) (2) along with three known compounds, 3-epiocotillol (3), aglinin A (4), and eichlerianic acid (5), were isolated from the bark of Aglaia smithii. The chemical structures of the new compound were elucidated on the basis of spectroscopic data interpretation. All the compounds isolated were evaluated for their cytotoxic effects against P-388 murine leukemia cells. Compounds 1, 2, 4 and 5 showed cytotoxicity against P-388 murine leukemia cells with IC50 values of 21, 42, 34, and 11 μg/mL, respectively.
[Show abstract][Hide abstract] ABSTRACT: The title compound, C(16)H(14)O(5), is a triclinic polymorph of a previously reported monoclinic structure [Hosseinzadeh et al. (2011 ▶). Acta Cryst. E67, o1544]. The mol-ecule is roughly planar, the r.m.s. deviation from the least-squares plane of all non-H atoms being 0.092 Å. In the crystal, adjacent mol-ecules are linked through C-H⋯O hydrogen bonds into an infinite two-dimensional network parallel to (011). The layers are further connected via C-H⋯π inter-actions, forming a three-dimensional structure. Intra-molecular O-H⋯O and C-H⋯O hydrogen bonds are also observed.
[Show abstract][Hide abstract] ABSTRACT: A new indole alkaloid, naucline (1) together with four known alkaloids, angustine (2), angustidine (3), nauclefine (4) and naucletine (5), were isolated from the bark of Nauclea officinalis. The structures of all isolated compounds were elucidated with various spectroscopic methods such as 1D- and 2D- NMR, IR, UV and LCMS-IT-TOF. In addition to that of alkaloid 1, the complete 13C-NMR data of naucletine (5) were also reported. Naucline (1) showed a moderate vasorelaxant activity (90% relaxation at 1 × 10(-5) M) whereas, angustine (2), nauclefine (4), and naucletine (5) showed potent vasorelaxant activity (more than 90% relaxation at 1 × 10(-5) M) on an isolated rat aorta.
[Show abstract][Hide abstract] ABSTRACT: Two new limonoids, chisomicines D and E (1 – 2) have been isolated from the bark of Malaysian Chisocheton ceramicus (Miq.) C. DC. Their structures were elucidated on the basis of 1D and 2D-NMR data analysis.
[Show abstract][Hide abstract] ABSTRACT: Phytochemical investigation of Beilschmiedia alloiophylla has resulted in the isolation of one new alkaloid, 2-hydroxy-9-methoxyaporphine (1), and ten known natural products, laurotetanine (2), liriodenine (3), boldine (4), secoboldine (5), isoboldine (6), asimilobine (7), oreobeiline (8), 6-epioreobeiline (9), β-amyrone (10), and (S)-3-methoxynordomesticine (11). Chemical studies on the bark of B. kunstleri afforded compounds 2 and 4 along with one bisbenzylisoquinoline alkaloid, N-dimethylphyllocryptine (12). Structures of compounds 1-12 were elucidated on the basis of spectroscopic methods. All of these isolates were evaluated for their anti-acetylcholinesterase (AChE), anti-α-glucosidase, anti-leishmanial and anti-fungal activities. Compounds 1-12 exhibited strong to moderate bioactivities in aforementioned bioassays.
[Show abstract][Hide abstract] ABSTRACT: Five bisbenzyl isoquinolines (1-5), three benzyl isoquinolines (6-8), four isoquinoline alkaloids (9-12), and two unclassified compounds (13 and 14) from Popowia perakensis and Phaeanthus crassipetalus were evaluated for their vasorelaxant effect on rat aortic arteries. In aortic rings pre-contracted with phenylephrine (PE, 0.3 μM), some of the bisbenzyl isoquinoline alkaloids, benzyl isoquinoline alkaloids, and isoquinoline alkaloids showed clearly vasorelaxant effects at 30 μM. The action of (-)-limacine (4) was deduced to be mediated through the increased release of NO from endothelial cells, and that of pecrassipine A (7) and backebergine (12) partly mediated by NO release. Further, the action of pecrassipine A (7) and backebergine (12) may be attributed to their inhibition of the voltage-dependent Ca(2+) channel and receptor-operated Ca(2+) channel.
Journal of Natural Medicines 10/2011; 66(3):421-7. · 1.52 Impact Factor
[Show abstract][Hide abstract] ABSTRACT: THE TITLE COMPOUND (TRIVIAL NAME: angustoline monohydrate), C(20)H(17)N(3)O(2)·H(2)O, features a fused-ring system formed by one five- and four six-membered rings. The nearly planar benzimidazole portion (r.m.s. deviation = 0.008 Å) and the nearly planar 2,7-naphthyridin-1-one portion (r.m.s. deviation = 0.022 Å) of the fused-ring system are slightly twisted, with a dihedral angle of 9.47 (8)°, owing to the tetra-hedral nature of the two methyl-ene linkages in the central six-membered ring. The secondary N atom acts as a hydrogen-bond donor to the water molecule of crystallization. In the crystal, the amino and hy-droxy groups, and the water mol-ecule are engaged in hydrogen bonding, generating a three-dimensional network.
[Show abstract][Hide abstract] ABSTRACT: In the mol-ecule of the title compound, C(16)H(14)O(5), all non-H atoms are approximately co-planar [maximum atomic deviation = 0.064 (5) Å]. The hy-droxy group is a hydrogen-bond donor to a carbonyl O atom. Weak intermolecular C-H⋯O hydrogen bonding is present in the crystal structure. The crystal structure is 'whole-mol-ecule disordered' about an axis that runs approximately along the length of the mol-ecule; the occupancy of the two disorder components was set as exactly 0.5. An intra-molecular O--H⋯O hydrogen bond exists in each component.
[Show abstract][Hide abstract] ABSTRACT: Three new limonoids, chisomicines A-C (1-3), have been isolated from the bark of Chisocheton ceramicus. Their structures were determined by 2D NMR, CD spectroscopic methods, and X-ray analysis. Chisomicine A (1) exhibited NO production inhibitory activity in J774.1 cells stimulated by LPS dose-dependently at high cell viability.
Journal of Natural Products 03/2011; 74(5):1313-7. · 3.29 Impact Factor