Surangin c, a coumarin from mammea longifolia

New Cytotoxic Coumarins and Prenylated Benzophenone Derivatives from the Bark of Ochrocarpos punctatus from the Madagascar Rainforest

“…The structures of the six known compounds 11-16 were identified by comparison of their spectral data with the literature values. [8][9][10] Ochrocarpin A ( Hydrolysis of Ochrocarpin F (6). Ochrocarpin F (6, 1.0 mg) was suspended in 10% methanolic K2CO3 (5 mL) and the reaction mixture refluxed for 6 h. TLC showed the absence of the starting material.…”

“…Earlier studies of the genus Ochrocarpos resulted in the isolation of xanthones, 7 coumarins, [8][9][10] biflavones, mesoinositol, and vitexin. 11 The crude extract after extensive chromatography followed by reversed-phase HPLC yielded seven new coumarins, ochrocarpins A-G (1-7), and three new benzophenones, ochrocarpinones A-C (8)(9)(10), in addition to the six known compounds 11-16.…”

Coumarins and xanthones from the seeds of Mammea siamensis

“…[1][2][3][4] We have previously reported the isolation and structure determination of phenolic compounds from the seeds of this species. 5 In a continuation of our study on this plant, we now report herein the isolation and structure elucidation of a novel compound, mammea E/BB cyclo D (1), together with three known coumarins, mammea E/BC cyclo D (2), 3 suragin C (3), 6 therapin B (4) 7 and two known xanthones, 1,7-dihydroxyxanthone (5) 8 and 1-hydroxy-5methoxyxanthone (6) 9 from the CH 2 Cl 2 extract ( Figure 1). The cytotoxic activity of all isolates is also reported.…”

Coumarins

“…Oxidative modification of the prenyl group led to the mammea cyclo E and cyclo F c o u m a r i n ~. ~~~ Mammea B/BB has been shown by synthesis to be the S-( -)-compound (238).237 Mammea E/BB (239), E/BA (240), and surangin B (241), which have topical insecticidal properties, have also been prepared despite the additional synthetic constraints imposed by the 1 '-acetoxy s ~b s t i t u e n t . ~~~ Surangin C (242) has been isolated from the bark of M .…”