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J Nat Prod ; 85(11): 2687-2693, 2022 11 25.
Article in English | MEDLINE | ID: mdl-36378070

ABSTRACT

Four new diterpene esters, shirakindicans A-D (1-4), along with eight related known diterpene esters (5-12), were isolated from the fruits of the Bangladeshi medicinal plant Shirakiopsis indica. The structures of 1-4 were elucidated by spectroscopic data analysis and electronic circular dichroism (ECD) calculations. Shirakindican A (1) was assigned as a tigliane-type diterpene ester possessing an unusual 6ß-hydroxy-1,7-dien-3-one structure, while shirakindican B (2) exhibits a tiglia-1,5-dien-3,7-dione structure. The anti-HIV activities of the isolated diterpene esters were evaluated and showed significant activities for sapintoxins A (5) and D (11), with EC50 values of 0.0074 and 0.044 µM, respectively, and TI values of 1 100 and 5 290. Sapatoxin A (12) also exhibited anti-HIV activity with an EC50 value of 0.13 µM and a TI value of 161.


Subject(s)
Anti-HIV Agents , Euphorbiaceae , HIV , Phorbol Esters , Euphorbiaceae/chemistry , Fruit/chemistry , Molecular Structure , HIV/drug effects , Phorbol Esters/chemistry , Phorbol Esters/isolation & purification , Phorbol Esters/pharmacology , Anti-HIV Agents/chemistry , Anti-HIV Agents/isolation & purification , Anti-HIV Agents/pharmacology , Cell Line , Humans
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