Biologically active alkylated coumarins from Kayea assamica

Four coumarin derivatives, theraphins A ( 1), B ( 2), C ( 3), and D ( 4), along with three known xanthones, 2-hydroxyxanthone, 1,7-dihydroxyxanthone, and 5-hydroxy-1-methoxyxanthone, were isolated from the bark of Kayea assamica (Clusiaceae) native to Myanmar. Their structures were determined using...

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Bibliographic Details
Published in:Phytochemistry (Oxford) 2003-09, Vol.64 (2), p.535-541
Main Authors: Lee, Kyung-Hee, Chai, Hee-Byung, Tamez, Pamela A, Pezzuto, John M, Cordell, Geoffrey A, Win, Khin Khin, Tin-Wa, Maung
Format: Article
Language:English
Subjects:
Alkylated coumarins
Alkylation
Animals
Antimalarial activity
Antimalarials - isolation & purification
Antimalarials - pharmacology
Antineoplastic Agents, Phytogenic - chemistry
Antineoplastic Agents, Phytogenic - isolation & purification
Antineoplastic Agents, Phytogenic - pharmacology
Biological and medical sciences
Chemical constitution
Chloroquine - pharmacology
Clusiaceae
Clusiaceae - chemistry
Coumarins - chemistry
Coumarins - isolation & purification
Coumarins - pharmacology
Cytotoxicity
Drug Screening Assays, Antitumor
Fundamental and applied biological sciences. Psychology
General pharmacology
Humans
Kayea assamica
KB Cells
Magnetic Resonance Spectroscopy
Medical sciences
Molecular Conformation
Molecular Structure
Myanmar
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
Plant Bark - chemistry
Plant physiology and development
Plants, Medicinal - chemistry
Plasmodium falciparum - drug effects
Plasmodium falciparum - genetics
Tumor Cells, Cultured
Xanthones
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Summary:Four coumarin derivatives, theraphins A ( 1), B ( 2), C ( 3), and D ( 4), along with three known xanthones, 2-hydroxyxanthone, 1,7-dihydroxyxanthone, and 5-hydroxy-1-methoxyxanthone, were isolated from the bark of Kayea assamica (Clusiaceae) native to Myanmar. Their structures were determined using spectroscopic and chemical techniques. The absolute configuration of 1 was established by the modified Mosher ester method. Theraphins A ( 1), B ( 2), and C ( 3) exhibited good cytotoxicity against Col2, KB, and LNCaP human cancer cell lines. Theraphin D ( 4) showed mild activity only against the KB cell line. The coumarins also exhibited mild antimalarial activities. Theraphins A, B, C, and D, were isolated as cytotoxic principles from the bark of Kayea assamica (Clusiaceae) native to Myanmar.
ISSN:0031-9422
1873-3700
DOI:10.1016/S0031-9422(03)00243-7