Benzopyranones and ferulic acid derivatives from Antidesma membranaceum

Constituents from the Stems of Hibiscus taiwanensis

“…The aqueous solution was partitioned with CHCl 3 and EtOAc, successively. The obtained CHCl 3 and EtOAc soluble fractions were individually separated by silica gel column chromatography to afford fifty-six compounds, including five new compounds: hibicuslide A (1), hibicuslide B (2), hibicuslide C (3), hibicutaiwanin (4), hibicusin (5), and fifty-one known compounds: hibicuwanin A (6), 3) hibicuwanin B (7), 3) (7S,8S)-demethylcarolignan E (8), 3) threo-carolignan E (9), 4) erythro-carolignan E (10), 4) threo-1-C-syringylglycerol (11), 5) 9,9Ј-O-feruloyl-(Ϫ)-secoisolaricinresinol (12), 6) dihydrodehydrodiconiferyl alcohol (13), 7) boehmenan (14), 4) (Ϫ)-syringaresinol (15), 8) cleomiscosin A (16), 9) cleomiscosin C (17), 9) mansonone E (18), 10) mansonone H (19), 11) hibiscone C (20), 12) isohemigossypol-1-methyl ether (21), 13) gossyvertin (22), 14) N-trans-feruloyltyramine (23), 15) N-cis-feruloyltyramine (24), 16) 2-(2-hydroxytricosanoylamino)-1,3,4-hexadecanetriol (25), 17) myricerol (26), 18) myriceric acid A (27), 18) myriceric acid B (28), 18) myriceric acid C (29), 18) uncarinic acid A (30), 19) uncarinic acid B (31), 19) 3-oxo-olean-12-en-28-oic acid (32), 20) scopoletin (33), 21) scoparone (34), 22) 4-hydroxybenzoic acid (35), 15) ferulic acid (36), 15) methyl trans-ferulate (37), 23) methyl cis-ferulate (38), 24) lignocerylferulate (39), 25) caffeic acid (...…”

Aromatic plants of tropical central Africa. Part XLII. Volatile components from Antidesma laciniatum Muell. Arg. var. laciniatum growing in Cameroon

“…4 Moreover, a new isoquinoline alkaloid (antidesmone) [5][6] and aromatic derivatives (benzopyranones and ferulic acid) were isolated from A. membranaceum. 7 The present paper reports the results of a chemical study of the volatile extract obtained from the leaves of A. laciniatum collected in Cameroon. The radical scavenging properties of the oil were also evaluated.…”

Alkaloidal, Megastigmane and Lignan Glucosides fromAntidesma membranaceum (Euphorbiaceae)

“…[1] In the course of our studies on A. membranaceum we found secoisolaricinyl 9,9Ј-diferuloylate and (Ϫ)-syringaresinol, together with six new benzopyranones [2] and a novel quinolinone alkaloid, antidesmone (1). [3,4] The two alkaloids hyeronine A and B have recently been found [5] in Hyeronima oblonga, a closely related species.…”

“…The unusual biosynthesis of antidesmone proceeds through formation of a C 16 polyketide chain and insertion of glycine. [7] This paper describes the isolation and structural elucidation of the alkaloidal glucosides (17RS)-17-(β--glucopyranosyloxy)antidesmone (2) and (17RS)-8-deoxo-17-(β-glucopyranosyloxy)antidesmone (3), the megastigmane glucosides blumenyl C β--glucopyranoside (4), 3-oxo-αionyl β--glucopyranoside (5), blumenyl B β--glucopyranoside (6) and blumenyl A β--glucopyranoside (roseoside, 7) as well as the lignan glucosides lyoniresin-4-yl β-glucopyranoside (8), 4Ј-O-methyllyoniresin-4-yl β--glucopyranoside (9) and secoisolariciresin-4-yl β--glucopyranoside (10), isolated from the 1-butanol extracts of A. membranaceum.…”