Two folate-derived analogues from an aqueous decoction of Uncaria rhynchophylla

March 24, 2020

Title

Two folate-derived analogues from an aqueous decoction of Uncaria rhynchophylla

Author

Yue Wang, Qing-Lan Guo, Ruo-Fei Li, Cheng-Bo Xu, Cheng-Gen Zhu, Jian-Gong Shi

Year

2019

Journal

Chinese Journal of Natural Medicines

Abstract

Two new folate-derived analogues, named uncarophyllofolic acids A (1) and B (2), respectively, were isolated from the Uncaria rhynchophylla hook bearing stem (Gouteng in Chinese). The distinct stereochemical structures of 1 and 2 were determined by spectroscopic data analysis in combination with acidic hydrolysis and Marfey's derivatization, along with comparison of their specific rotation and Cotton effect (CE) data with those of the biogenetically related known derivatives as well as theoretical calculations of electronic circular dichroism (ECD) spectra. A plausible biosynthetic pathway of 1 and 2, associating to folate metabolism and the previously reported orychophragines A–C from Orychophragmus violaceus, is discussed.

Instrument

V-650, J-815

Keywords

Circular dichroism, Stereochemistry, Absorption, Quantitation, Natural products, Medicinal