Atropisomeric myristinins:: Selective COX-2 inhibitors and antifungal agents from Myristica cinnamomea

The first naturally occurring atropisomeric flavans, myristinins B (2), C (2a), E (4), and F (4a), together with their corresponding trans-isomers, myristinins A (1) and D (3), were isolated from the CH2Cl2 extract of Myristica cinnamomea fruits. Compounds 1, the mixture of 2 and 2a, and the mixture of 4 and 4a, exhibited antifungal activity against Candida albicans with IC50 values ranging from 5.9 to 8.8 mug/mL, and they selectively inhibited the enzyme cyclooxygenase-2 (COX-2).