Anti-cancer and immunostimulatory activity of chromones and other constituents from Cassia petersiana.

Abstract

Phytochemical investigation of Cassia petersiana Bolle leaves afforded four new compounds, including two chromone derivatives, 7-acetonyl-5-hydroxy-2-methylchromone (petersinone 1, 1) and 7-(propan-2'-ol-l'-yl)-5-hydroxy-2-methylchromone (petersinone 2, 2), two benzoic acid derivatives, 5-methyl-3-(propan-2'-on-1'-yl) benzoic acid (petersinone 3, 3) and 5-(methoxymethyl)-3-(propan-2'-ol-1'-yl) benzoic acid (petersinone 4, 4), and glyceryl-1-tetracosanoate (6), in addition to the known compound sistosterol-3-beta-D-glycoside (5). The structures of these compounds were determined by comprehensive NMR studies, including DEPT, COSY, HMQC, HMBC, MS and IR. Compounds 1, 2, 5 and 6 were tested for antioxidant, anti-cancer and immunostimulatory properties. The biological investigations indicated that compound 6, among others, possessed the highest anti-cancer activity against hepatocellular carcinoma, immunoproliferative activity via induction of T-lymphocytes and macrophage proliferation, anti-inflammatory activity as indicated by NO inhibition, and antioxidant activity against DPPH radicals. Moreover, compound 5 was the most effective cytotoxic compound against breast carcinoma and stimulated a consistent immunoproliferative effect on lymphocytes and macrophages combined with strong NO inhibitory activity, while compound 1 was promising as immunoproliferative agent and may act as anti-inflammatory agent as a consequence of its NO inhibitory activity.

• Authors: Amira M Gamal-Eldeen, Pierre C Djemgou, Marguérite Tchuendem, Bonaventure T Ngadjui, Pierre Tane, Hirata Toshifumi
• Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences (Z Naturforsch C J Biosci) 2007 May-Jun Vol. 62 Issue 5-6 Pg. 331-8 ISSN: 0939-5075 [Print] Germany
• PMID: 17708436 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Adjuvants, Immunologic
• Antineoplastic Agents
• Biphenyl Compounds
• Chromones
• Hydrazines
• Nitrites
• Picrates
• Plant Extracts
• 1,1-diphenyl-2-picrylhydrazyl

Topics

• Adjuvants, Immunologic (chemistry, isolation & purification, pharmacology)
• Animals
• Antineoplastic Agents (chemistry, isolation & purification, pharmacology)
• Biphenyl Compounds (chemistry)
• Cameroon
• Cassia (chemistry)
• Cell Line
• Cell Line, Tumor
• Cell Survival (drug effects)
• Chromones (chemistry, isolation & purification, pharmacology)
• Humans
• Hydrazines (chemistry)
• Kinetics
• Macrophage Activation (drug effects)
• Macrophages
• Mice
• Nitrites (analysis)
• Picrates
• Plant Extracts (chemistry, isolation & purification, pharmacology)
• Plant Leaves (chemistry)