Journal of the Chemical Society. Perkin transactions I p. 1749 - 1755 (1996)
Update date:2022-07-29
Topics:
Hitotsuyanagi, Yukio
Matsumoto, Yuji
Sasaki, Shin-Ichi
Suzuki, Jin
Takeya, Koichi
Yamaguchi, Kentaro
Itokawa, Hideji
RA-VII 1 was thionated with Davy reagent methyl 6 or Davy reagent p-tolyl 7 to afford novel thionopeptides, [Tyr-6-ψ(CS-NH)-D-Ala-1]RA-VII 8, [D-Ala-1-ψ(CS-NH)-Ala-2; Tyr-3-ψ(CS-NH)-Ala-4]RA-VII 9 and [Ala-2-ψ(CS-NH)-Tyr-3; Tyr-3-ψ(CS-NH)-Ala-4]RA-VII 10 in addition to known analogues [Tyr-3-ψ(CS-NH)-Ala-4]RA-VII 4 and [Tyr-3-ψ(CS-NH)-Ala-4; Tyr-6-ψ(CS-NH)-D-Ala-1]RA-VII 5. Thionopeptide 4 was reduced with nickel borohydride to give reduced peptide 11. An X-ray analysis and an NMR study revealed that compound 11 adopts a different conformation within the 18-membered-ring moiety from the predominant solution conformation of peptide 1 and of thionopeptides 4, 5, 8-10, which would explain the loss in activity of compound 11.
View MoreMS( MAOSHENG )Chemical CO.,LTD
Contact:+86-519-82726678.82726378
Address:TAOXI INDUSTRY ZONE JINTAN
Jinan Jianfeng Chemical Co., Ltd
Contact:0086-531-88110457
Address:sales01(-a-t-)pharmachemm{dot}c+o+m
Taizhou volsen chemical Co., Ltd
website:http://www.volsenchem.com
Contact:+86-576-88869393
Address:Jiaojiang District, Taizhou, Zhejiang, China.
Shifang Taifeng New Flame Retardant Co., Ltd
Contact:02884721008
Address:tingjiang industrial park, hefeng town
Chengda Pharmaceuticals Co., Ltd.
Contact:+86-573-84601188
Address:hengshan Road 5# in Jiashan, zhejiang
Doi:10.1039/d1dt00919b
(2021)Doi:10.1016/j.tetlet.2014.02.079
(2014)Doi:10.1021/jm00014a003
(1995)Doi:10.1002/chem.201304657
(2014)Doi:10.1055/s-0034-1378453
(2014)Doi:10.1021/jo01268a028
(1968)