Phytochemistry p. 279 - 284 (1985)
Update date:2022-08-11
Topics:
Banerji, Avijit
Bandyopadhyay, Debabrata
Sarkar, Manjusha
K. Siddhanta, Arup
C. Pal, Sudhir
Ghosh, Somnath
Abraham, Koshy
N. Shoolery, James
Two new unsaturated amides, retrofractamides A and C, were isolated from the total above-ground parts of Piper retrofractum. Retrofractamide A was shown to be N-isobutyl-9(3′,4′-methylenedioxyphenyl)2E,4E,8E-nonatrienamide from spectroscopic and chemical investigations. The structure 6 for retrofractamide C was suggested from spectroscopic and chemical studies and was confirmed by a total stereoselective synthesis. The presence of sesamin and 3,4,5-trimethoxydihydrocinnamic acid as well as two higher homologues of retrofractamide A, viz. pipericide (retrofractamide B) and retrofractamide D was demonstrated. The synthesis of pipericide was also achieved.
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