Squamocin-O(1) and squamocin-O(2), new adjacent bis-tetrahydrofuran acetogenins from the seeds of Annona squamosa.
Two bis-tetrahydrofuran acetogenins, squamocin-O(1) (1) and squamocin-O(2) (2), were isolated from a MeOH extract of seeds of Annona squamosa L. Their structures were determined by spectral means including precursor-ion scanning mass spectral analysis for their aminal derivatives. The configurations at the oxymethine chiral centers were assigned as 12R,15R,16R,19R,20R,23R,24S,28S,36S for 1 and 12S,15R,16R,19R,20R,23R,24S, 28S,36S for 2, based on 1H NMR analysis of their Mosher's ester derivatives and CD data.
Araya
Hiroshi
H
National Institute for Agro-Environmental Sciences, Kan-nondai, Tsukuba, Ibaraki 305-8604, Japan.
Sahai
Mahendra
M
Singh
Shubhra
S
Singh
Ajit Kumar
AK
Yoshida
Mitsuzi
M
Hara
Noriyuki
N
Fujimoto
Yoshinori
Y
D031041:Annona / Q000737:chemistry*; D005663:Furans / Q000737:chemistry* / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D012639:Seeds / Q000737:chemistry*
D005663:Furans; C473730:squamocin-O(1); C473729:squamocin-O(2)