184
N. N. Win and H. Morita
(237), and N-{[p-(3,7-dimethyl-(6R),7-epoxy-(4R)-9
(E)-octadecenoyloxy-2octenyloxy)phenyl]ethyl} benzamide (238) [277]. Also obtained were a new dimeric
coumarin, limodissimin A (239) [278] as well as a new neolignan stereoisomer,
(7
E)-(7R,8S)-4-hydroxy-3,5
-dimethoxy-4
,7-epoxy-8,3
-neolig-7
-en-9,9
-diyil
diacetate (240) [279] (Fig. 49), together with 23 other compounds (241–262).
The other 23 compounds were identified as the previously reported coumarins,
marmesin (235) [274–276], (E)-suberenol (241) [280], (Z)-suberenol (242) [281],
osthenol (243) [282], (2
R)-7-hydroxy-8-(2
,3
-dihydroxy-3
-methylbutyl)-2H1-benzopyran-2-one (244) [283], columbianetin (245) [284], and seselin (246)
[285]; a phenol derivative, syringaldehyde (247) [286]; the furofuran lignans
(+)-yangambin (248) [287] and (+)-syringaresinol (249) [137], a quinolinone,
4-methoxy-1-methyl-2(1H)-quinolinone (250) [288] (Fig. 50); the terpenoids,
13α,14β,17α-lanosta-7,9,24-triene-3β,16α-diol (251) [289], limonin (252) [290],
rutaevin (253) [291], hederatriol (254) [292], bassic acid methyl ester (255) [293],
3β-hydroxyolean-12-en-11-one (256) [294], and the fatty acids (9E)-octadecenoic
acid (258) [295], cascarillic acid (259) [296], (+)-α-dimorphecolic acid (260) [297],
(8R)-hydroxylinoleic acid (261) (299), and (6Z,9Z,12Z)-pentadecatrienoic acid
(262) [299] (Figs. 51 and 52).
258 (E)-9-octadecenoic acid
HO
O
OH
O
259 (cascarillic acid)
OH
O
OH
260 ((+)-α-dimorphecolic acid)
OH
O
OH
261 ((8R)-hydroxylinoleic acid)
OH
O
262 ((6Z,9Z,12Z)-pentadecatrienoic acid)
Fig. 52 Structures of the known fatty acids 258–262 from an ethyl acetate extract of L. acidissima
bark grown in Myanmar
N. N. Win and H. Morita
(237), and N-{[p-(3,7-dimethyl-(6R),7-epoxy-(4R)-9
(E)-octadecenoyloxy-2octenyloxy)phenyl]ethyl} benzamide (238) [277]. Also obtained were a new dimeric
coumarin, limodissimin A (239) [278] as well as a new neolignan stereoisomer,
(7
E)-(7R,8S)-4-hydroxy-3,5
-dimethoxy-4
,7-epoxy-8,3
-neolig-7
-en-9,9
-diyil
diacetate (240) [279] (Fig. 49), together with 23 other compounds (241–262).
The other 23 compounds were identified as the previously reported coumarins,
marmesin (235) [274–276], (E)-suberenol (241) [280], (Z)-suberenol (242) [281],
osthenol (243) [282], (2
R)-7-hydroxy-8-(2
,3
-dihydroxy-3
-methylbutyl)-2H1-benzopyran-2-one (244) [283], columbianetin (245) [284], and seselin (246)
[285]; a phenol derivative, syringaldehyde (247) [286]; the furofuran lignans
(+)-yangambin (248) [287] and (+)-syringaresinol (249) [137], a quinolinone,
4-methoxy-1-methyl-2(1H)-quinolinone (250) [288] (Fig. 50); the terpenoids,
13α,14β,17α-lanosta-7,9,24-triene-3β,16α-diol (251) [289], limonin (252) [290],
rutaevin (253) [291], hederatriol (254) [292], bassic acid methyl ester (255) [293],
3β-hydroxyolean-12-en-11-one (256) [294], and the fatty acids (9E)-octadecenoic
acid (258) [295], cascarillic acid (259) [296], (+)-α-dimorphecolic acid (260) [297],
(8R)-hydroxylinoleic acid (261) (299), and (6Z,9Z,12Z)-pentadecatrienoic acid
(262) [299] (Figs. 51 and 52).
258 (E)-9-octadecenoic acid
HO
O
OH
O
259 (cascarillic acid)
OH
O
OH
260 ((+)-α-dimorphecolic acid)
OH
O
OH
261 ((8R)-hydroxylinoleic acid)
OH
O
262 ((6Z,9Z,12Z)-pentadecatrienoic acid)
Fig. 52 Structures of the known fatty acids 258–262 from an ethyl acetate extract of L. acidissima
bark grown in Myanmar
