Meliavolkenin, a new bioactive triterpenoid from Melia volkensii (Meliaceae).
Meliavolkenin, a new triterpene with an apotirucallane skeleton, has been isolated from the root bark of Melia volkensii (Meliaceae) by bioactivity-directed fractionation using the brine shrimp lethality test. The structure has been elucidated using spectral and chemical data. The relative stereochemistries were determined by reduction and acetonide derivations, and the ring conformations were analyzed using the results of NOESY experiments. Meliavolkenin was bioactive in the brine shrimp lethality test and gave moderate cytotoxicities against three human solid tumor lines.
Zeng
L
L
Department of Medicinal Chemistry and Pharmacognosy, Purdue University, West Lafayette, IN 47907, USA.
Gu
Z M
ZM
Chang
C J
CJ
Wood
K V
KV
McLaughlin
J L
JL
D000096:Acetone / Q000737:chemistry; D000230:Adenocarcinoma / Q000188:drug therapy / Q000473:pathology; D000818:Animals; D000970:Antineoplastic Agents / Q000494:pharmacology; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D001156:Artemia / Q000187:drug effects; D001943:Breast Neoplasms / Q000188:drug therapy / Q000473:pathology; D002277:Carcinoma / Q000188:drug therapy / Q000473:pathology; D005591:Chemical Fractionation; D003110:Colonic Neoplasms / Q000188:drug therapy / Q000473:pathology; D006801:Humans; D007928:Lethal Dose 50; D008175:Lung Neoplasms / Q000188:drug therapy / Q000473:pathology; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D008970:Molecular Weight; D010084:Oxidation-Reduction; D010936:Plant Extracts / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D018517:Plant Roots / Q000737:chemistry*; D014315:Triterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D014407:Tumor Cells, Cultured
D000970:Antineoplastic Agents; D000972:Antineoplastic Agents, Phytogenic; D010936:Plant Extracts; D014315:Triterpenes; C098206:meliavolkenin; D000096:Acetone