Eleven novel diarylheptanoids and two unusual diarylheptanoid derivatives from the seeds of Alpinia blepharocalyx.

Abstract

An EtOH extract of the seeds of Alpinia blepharocalyx afforded 11 novel diarylheptanoids, named deoxycalyxin A (1), epicalyxin F (2), calyxin K (3), epicalyxin K (4), calyxin I (5), epicalyxin I (6), calyxin J (7), epicalyxin J (8), and calyxin L (9), an epimeric mixture of calyxin M (10) and epicalyxin M (11), and two unusual diarylheptanoid derivatives, named neocalyxins A (12) and B (13), together with four known calyxins, calyxins A (14), F (15), E (16), and G (17). Structures were elucidated by spectroscopic techniques including 2D NMR spectroscopy. All compounds were examined for cytotoxicity toward murine colon 26-L5 carcinoma and human HT-1080 fibrosarcoma cells. Diarylheptanoids 2, 3, and 5 were cytotoxic against both cell lines, while 4 and 6-8 were cytotoxic against human fibrosarcoma cells.

• Authors: Y Tezuka, M B Gewali, M S Ali, A H Banskota, S Kadota
• Journal: Journal of natural products (J Nat Prod) Vol. 64 Issue 2 Pg. 208-13 (Feb 2001) ISSN: 0163-3864 [Print] United States
• PMID: 11430002 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Antineoplastic Agents
• Heptanes

Topics

• Animals
• Antineoplastic Agents (isolation & purification, pharmacology)
• China
• Colonic Neoplasms (drug therapy)
• Drug Screening Assays, Antitumor
• Fibrosarcoma (drug therapy)
• Heptanes (isolation & purification, pharmacology)
• Magnetic Resonance Spectroscopy
• Magnoliopsida (chemistry)
• Mice
• Models, Chemical
• Seeds (chemistry)
• Spectrometry, Mass, Fast Atom Bombardment
• Spectrophotometry, Infrared
• Tumor Cells, Cultured