Cytotoxic cardenolide glycoside from the seeds of Cerbera odollam

• Published in: Phytochemistry (Oxford) 2004-02, Vol.65 (4), p.507-510
• Main Authors: Laphookhieo, Surat, Cheenpracha, Sarot, Karalai, Chatchanok, Chantrapromma, Suchada, Rat-a-pa, Yanisa, Ponglimanont, Chanita, Chantrapromma, Kan
• Format: Article
• Language: English
• Subjects: Antineoplastic Agents, Phytogenic - chemistry; Antineoplastic Agents, Phytogenic - isolation & purification; Antineoplastic Agents, Phytogenic - pharmacology; Apocynaceae; Apocynaceae - chemistry; Biological and medical sciences; Cardenolide; Cardenolides - chemistry; Cardenolides - isolation & purification; Cardenolides - pharmacology; Cell Line, Tumor; Cerbera odollam; Chemical constitution; Cytotoxicity; Fundamental and applied biological sciences. Psychology; General pharmacology; Glycosides - chemistry; Glycosides - isolation & purification; Glycosides - pharmacology; Humans; Medical sciences; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Plant Extracts - chemistry; Plant physiology and development; Seeds - chemistry
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2003.10.019

A cardenolide glycoside, 3 β- O-(2′- O-acetyl-l- thevetosyl)-15(14→8)- abeo-5 β-(8 R)-14-oxo-card-20(22)-enolide (2′- O-acetyl cerleaside A), was isolated from a methylene chloride extract of the seeds of Cerbera odollam, together with four known compounds: cerleaside A, 17 α-neriifolin, 17 β- neriifolin and cerberin. Their structures were elucidated by spectroscopic methods. All compounds except cerleaside A exhibited cytotoxic activities against oral human epidermoid carcinoma (KB), human breast cancer cell (BC) and human small cell lung cancer (NCI-H187). Cardenolide glycoside, 3β- O-(2′- O-acetyl-l- thevetosyl)-15(14→8)- abeo-5β-(8 R)-14-oxo-card-20(22)-enolide (2′- O-acetyl cerleaside A), was isolated from methylene chloride extract from the seeds of Cerbera odollam.