Biomimetic synthesis of bis-alpha-substituent pyrrolidine alkaloids based on a proposed biosynthetic pathway
Release Time:2019-03-13 Hits:
Indexed by: Journal Article
Date of Publication: 2016-05-25
Journal: TETRAHEDRON LETTERS
Included Journals: Scopus、SCIE
Volume: 57
Issue: 21
Page Number: 2219-2221
ISSN: 0040-4039
Key Words: Bis-alpha-substituent pyrrolidine alkaloids; Pyrroloxazine alkaloids; Pyrrolozoxazine; Biosynthetic pathway
Abstract: A possible biosynthetic pathway of bis-alpha-substituent pyrrolidine alkaloids was proposed. Based on the proposed biosynthetic pathway, six pyrrolozoxazine alkaloids and one N-alkyl-5-hydroxymethyl-pyr-role-2-carbaldehyde alkaloid were synthesized. In a mixture of acetic acid and triethylamine, condensation of n-fructose and D-amino acids produced pyrrolozoxazine alkaloids. Replacing D-amino acids with tyramine can afford pyrrolezanthine a N-alkyl-5-hydroxymethyl-pyr-role-2-carbaldehyde alkaloid. (C) 2016 Published by Elsevier Ltd.