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New anthranilic and methylsulfonylpropenoic acid amides from thaiGlycosmis species

✍ Scribed by Hofer, Otmar ;Zechner, Gabriela ;Vajrodaya, Srunya ;Lutz, Gerda ;Greger, Harald

Book ID
102904209
Publisher
John Wiley and Sons
Year
1995
Tongue
English
Weight
655 KB
Volume
1995
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

Five new methylsulfonylpropenamides were isolated from different Glycosmis species collected in Thailand. Four of these derivatives contain 4‐geranyloxy‐3‐hydroxy‐substituted phenethylamine moieties, Sakerine (1) has a simple geranyloxy side chain; sakerone (2), sakerol (3), and dihydroisosakerol (4) are characterized by different states of oxidation in the geranyloxy residue. Methylgerambullal (5) contains a 4‐geranyloxy‐substituted phenethylamine unit with a terminal formyl group. Two additional amides, doisuthine (6) and methoxydoisuthine (7), exhibit the structures of N‐methylanthranilic acid amides with phenethylamine and p‐methoxyphenethylamine as amine components. All structures were elucidated by IR, UV, ^1^H‐, ^13^C‐, 2D‐NMR spectroscopy, mass spectrometry, and CD spectroscopy.

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