TY - JOUR
T1 - Isolation and Total Synthesis of Mabuniamide, a Lipopeptide from an Okeania sp. Marine Cyanobacterium
AU - Ozaki, Kaori
AU - Iwasaki, Arihiro
AU - Sezawa, Dai
AU - Fujimura, Haruka
AU - Nozaki, Tomoyoshi
AU - Saito-Nakano, Yumiko
AU - Suenaga, Kiyotake
AU - Teruya, Toshiaki
N1 - Funding Information:
We thank Y. Umeki for technical assistance and the Japanese Red Cross Society for providing human RBCs and plasma. The P. falciparum 3D7 line was obtained from MR4 (contributed by D. J. Carucci, MRA-102). This work was supported in part by a Grant-in-Aid for 15K01803, 18K05337, 18K14346, and 16H03285 from the Ministry of Education, Culture, Sports, Science and Technology, Japan.
Publisher Copyright:
Copyright © 2019 American Chemical Society and American Society of Pharmacognosy.
PY - 2019/10/25
Y1 - 2019/10/25
N2 - The bioassay-guided fractionation of an Okeania sp. marine cyanobacterium collected in Okinawa led to the isolation of the lipopeptide mabuniamide (1). The gross structure of 1 was determined by spectroscopic analyses, and its absolute configuration was determined using Marfey's analysis of the acid hydrolysate of 1. The absolute configuration of 1 was confirmed by total synthesis. Mabuniamide (1) stimulated glucose uptake in cultured rat L6 myotubes. In addition, mabuniamide (1) and its stereoisomer (2) exhibited moderate antimalarial activity.
AB - The bioassay-guided fractionation of an Okeania sp. marine cyanobacterium collected in Okinawa led to the isolation of the lipopeptide mabuniamide (1). The gross structure of 1 was determined by spectroscopic analyses, and its absolute configuration was determined using Marfey's analysis of the acid hydrolysate of 1. The absolute configuration of 1 was confirmed by total synthesis. Mabuniamide (1) stimulated glucose uptake in cultured rat L6 myotubes. In addition, mabuniamide (1) and its stereoisomer (2) exhibited moderate antimalarial activity.
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U2 - 10.1021/acs.jnatprod.9b00749
DO - 10.1021/acs.jnatprod.9b00749
M3 - Article
C2 - 31549837
AN - SCOPUS:85073108529
SN - 0163-3864
VL - 82
SP - 2907
EP - 2915
JO - Journal of Natural Products
JF - Journal of Natural Products
IS - 10
ER -
