1175-04-8Relevant articles and documents
The synthesis and characterization of analogs of the antimicrobial compound squalamine: 6β-hydroxy-3-aminosterols synthesized from hyodeoxycholic acid
Jones, Stephen R.,Kinney, William A.,Zhang, Xuehai,Jones, Lisa M.,Selinsky, Barry S.
, p. 565 - 571 (1996)
Analogs of the aminosterol antimicrobial agent squalamine have been synthesized beginning from hyodeoxycholic acid. After carboxylic acid esterification and oxidation of both alcohol functions to ketones, the A/B ring junction was converted from cis to trans by acid-catalyzed isomerization. Different polyamines were added to the 3-keto group by reductive amination, yielding both the 3α and 3β addition products. The synthetic products exhibited potent, broad-spectrum antimicrobial activity similar to that of the parent compound. Changing the identity of the polyamine or the stereochemistry of addition has little effect upon antimicrobial activity but appears to change the selectivity of the agents. The analogs are synthesized with high yield from inexpensive starting materials and are promising alternatives to squalamine as potential antibiotics.
Oxidation of alcohols by perfluoro-cis-2,3-dialkyl oxaziridines
DesMarteau,Petrov,Montanari,Pregnolato,Resnati
, p. 7245 - 7248 (1992)
Perfluoro-cis-2,3-dialkyloxaziridines oxidize secondary alcohols 2 to the corresponding ketones 4 at room temperature. The reaction has been carried out with uniformly high yields on simple acyclic alcohols as well as more complex substrates such as α-hydroxy esters, borneols, and sterols.
Synthetic method for 6-carbonyl lithocholic acid
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Paragraph 0026; 0027; 0031; 0032, (2019/02/19)
The invention discloses a synthetic method for 6-carbonyl lithocholic acid. The synthetic method comprises the following steps of by adopting hyodeoxycholic acid as a starting material, sequentially performing 4-step reaction of 24-carboxyl esterification, oxidization of 3 alpha-OH and 6 alpha-OH into carbonyl groups, selective reduction and hydrolyzation to obtain a target product. The synthetictechnology is simple in flow, liable to control, wide in raw material source and available in raw material and can realize mass production.
Microwave-assisted synthesis and in vitro antibacterial activity of novel steroidal thiosemicarbazone derivatives
Zhao, Zhigang,Shi, Zhichuan,Liu, Min,Liu, Xingli
, p. 7730 - 7734 (2013/02/22)
Herein, we reported the synthesis of 16 novel steroidal thiosemicarbazone derivatives via the condensation of steroidal ketones and substituted thiosemicarbazides under solvent-free conditions using microwave irradiation. The yields obtained are in the ra