Molecular structure, polymorphism, and toxicity of lantadene a, the pentacyclic triterpenoid from the hepatotoxic plantLantana camara
作者:
Om P. Sharma,
Rajinder K. Dawra,
Vasantha Pattabhi,
期刊:
Journal of Biochemical Toxicology
(WILEY Available online 1991)
卷期:
Volume 6,
issue 1
页码: 57-63
ISSN:0887-2082
年代: 1991
DOI:10.1002/jbt.2570060108
出版商: Wiley Subscription Services, Inc., A Wiley Company
关键词: Lantana;Lantana camara;Hepatotoxin;Lantadene A;Molecular Structure;Polymorphism;Icterogenic Action;Guinea Pig
数据来源: WILEY
摘要:
AbstractLantadene A (22 β‐angeloyloxy‐3‐oxoolean‐12‐en‐28‐oic acid), a pentacyclic triterpenoid compound from lantana (Lantana camara) leaves has been obtained in two polymorphic forms I and II. Form I had white, fluffy, and rod‐shaped uniform crystals. Form II particles were irregular, shining, and polyhedral. The two forms differed in melting behavior. The powder x‐ray diffraction of form I showed sharp peaks whereas form II did not contain distinct peaks. From single‐crystal three‐dimensional x‐ray structure determination, the molecular structure of form I has been established. A/B and B/C rings of the molecule are trans fused while D/E rings are cis fused. The packing of the molecule is stabilized by hydrogen bonding. Form I of lantadene A was nontoxic to guinea pigs on oral administration. Form II induced ictericity and toxicity associated with decrease in feed intake and fecal output, hepatomegaly, increase in plasma bilirubin, and a
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