Abstract
Two novel chalconoids, [3-3'']bi-2-hydroxy-4,5,6-trimethoxydihydrochalcone (1) and 4,6-dimethoxy-2,5-quinodihydrochalcone (2), and twelve known compounds were isolated from the methanolic extract of Fissistigma latifolium (Dun.) Merr. The structures of all compounds were determined by spectroscopic methods. Of these, compounds 1, 2, and 2-hydroxy-4,5,6-trimethoxydihydrochalcone (10) belong to an uncommon group of chalconoids, the retrochalcones. Compound 1 is the first bis-retrochalcone to be reported, and compound 2 is a quinoretrochalcone. Furthermore, 2 showed activity against the MDA-MB-231 human breast cancer cell line with an IC (50) value of 7.1 µM.
© Georg Thieme Verlag KG Stuttgart · New York.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Annonaceae / chemistry*
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Antineoplastic Agents, Phytogenic / chemistry
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Antineoplastic Agents, Phytogenic / isolation & purification
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Antineoplastic Agents, Phytogenic / pharmacology*
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Aporphines / chemistry
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Aporphines / isolation & purification
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Benzaldehydes / chemistry
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Benzaldehydes / isolation & purification
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Cell Line, Tumor
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Chalcones / chemistry*
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Chalcones / isolation & purification
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Chalcones / pharmacology
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Flavonoids / chemistry
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Flavonoids / isolation & purification
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Humans
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Magnetic Resonance Spectroscopy
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Methanol / chemistry
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Molecular Structure
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Plant Extracts / chemistry*
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Plant Extracts / pharmacology
Substances
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4,6-dimethoxy-2,5-quinodihydrochalcone
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5,6,7-trimethoxyflavone
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Antineoplastic Agents, Phytogenic
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Aporphines
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Benzaldehydes
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Chalcones
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Flavonoids
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Plant Extracts
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liriodenine
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Methanol