TY - JOUR
T1 - Isolation of Jahanene and Jahanane, and Total Synthesis of the Jahanyne Family
AU - Iwasaki, Arihiro
AU - Fujimura, Haruka
AU - Okamoto, Shinichiro
AU - Kudo, Takafumi
AU - Hoshina, Shizuka
AU - Sumimoto, Shimpei
AU - Teruya, Toshiaki
AU - Suenaga, Kiyotake
N1 - Publisher Copyright:
© 2018 American Chemical Society.
PY - 2018/9/7
Y1 - 2018/9/7
N2 - Two new jahanyne analogues, jahanene and jahanane, highly N-methylated lipopeptides, were isolated from a marine cyanobacterium Okeania sp., and their structures were determined by NMR and MS. In addition, we achieved total syntheses of the jahanyne family and assessed their activities. The resulting growth-inhibitory activity of jahanyne was nearly one-tenth of the previously reported activity. Furthermore, we found that the degree of unsaturation at the terminus of the fatty acid moiety affected the growth-inhibitory activity against human cancer cells.
AB - Two new jahanyne analogues, jahanene and jahanane, highly N-methylated lipopeptides, were isolated from a marine cyanobacterium Okeania sp., and their structures were determined by NMR and MS. In addition, we achieved total syntheses of the jahanyne family and assessed their activities. The resulting growth-inhibitory activity of jahanyne was nearly one-tenth of the previously reported activity. Furthermore, we found that the degree of unsaturation at the terminus of the fatty acid moiety affected the growth-inhibitory activity against human cancer cells.
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U2 - 10.1021/acs.joc.8b00310
DO - 10.1021/acs.joc.8b00310
M3 - Article
C2 - 30101588
AN - SCOPUS:85052329810
SN - 0022-3263
VL - 83
SP - 9592
EP - 9603
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 17
ER -
