
Steroids (2021)
Update date:2022-08-03
Topics:
Martínez-Gallegos, Anselmo A.
Guerrero-Luna, Gabriel
Ortiz-González, Alejandra
Cárdenas-García, Maura
Bernès, Sylvain
Hernández-Linares, María Guadalupe
In this work, we report the synthesis of two new azasteroids through the modification of the A and B rings of diosgenin 1. The 4-azasteroid derivative 12 was prepared in three steps using the α,β-insaturated-3-keto compound 11 as a precursor, which was first oxidized with KMnO4/KIO4 followed by an oxidative cleavage of ring A, and subsequently cyclized with an ammonium salt, under focused microwave irradiation for a short time of 3 min. A second azasteroid was synthesized, for which the key step was the Beckmann rearrangement of ring B of the oxime 16, affording the lactam-type enamide 17 in good yield. The methodologies developed for the synthesis of the precursors derivatives 10 and 11 contribute to improved yields, compared to those reported in the literature. The biological activity of the azasteroidal compounds 12 and 17 and their precursors has been evaluated in cervical cancer cells (HeLa), colon (HCT-15), and triple negative breast cancer (MDA-MB-231) lines.
View MoreSHANGHAI GILEADER ADVANCE MATERIAL TECHNOLOGY CO.,LTD
website:http://www.tanguitech.com/contact.asp
Contact:+86-021-58692556
Address:No.6 Building,No. 668 Hengan RD Pudong,Shanghai
Changzhou LanXu Chemical Co.,ltd.(expird)
Contact:86-0519-86330911,13656129734,15261186386
Address:Room 524, Depart.Chemical, Changzhou Science and Eductaion town, Jiangsu, China;Factory: Haian Fine Chemical Industry Park,Nantong,Jiangsu,China
Contact:86-512-69362780,69362785
Address:No.69 Weixin Road,Weiting Town,Suzhou Industrial Park
Contact:0091-265-2313036
Address:311, ATLANTIS HEIGHTS SARABHAI MAIN ROAD,VADIWADI ,VADODARA
Shenzhen Feiming Science and Technology Co,. Ltd
Contact:+86-755-85232577
Address:#B2309, Fenglin International Center ,Jixiang Road, Longcheng street, LongGang District, Shenzhen city, Guangdong province, China.
Doi:10.1139/v70-596
(1970)Doi:10.1007/BF00909892
(1970)Doi:10.1039/j39700002253
(1970)Doi:10.1016/S0960-894X(02)00746-1
(2002)Doi:10.1016/0040-4020(79)80107-6
(1979)Doi:10.1039/DT9790001789
()