24182-11-4Relevant articles and documents
Synthesis of cyclic α-hydrazino acids
Duttagupta, Indranil,Goswami, Koushik,Sinha, Surajit
experimental part, p. 8347 - 8357 (2012/09/21)
Synthesis of five-, six-, seven-, eight-, and nine-membered cyclic α-hydrazino acids from a common starting material 'diethylmalonate' with 26, 16, 34, 13.5, and 13.33% overall yields is described. Sequential allylation or homoallylation and electrophilic amination followed by cyclization gave the desired rings. The methyl esters of eight- and nine-membered rings were synthesized by RCM and the corresponding free acids were generated after hydrolysis in the presence of 1 M BBr3 solution in DCM.
Isolation and characterization of two novel antibacterial cyclic hexapeptides from streptomyces alboflavus 313
Ji, Zhiqin,Qiao, Gang,Wei, Shaopeng,Fan, Lixia,Wu, Wenjun
, p. 1567 - 1578 (2012/10/29)
Two novel cyclic hexapeptides, designated NW-G08 (1) and NW-G09 (2), were isolated from the fermentation broth of Streptomyces alboflavus 313. Their structures were elucidated on the basis of extensive spectroscopic analysis, MS experiments, and chemical
An alternative convenient synthesis of piperidazine-3-carboxylic acid derivatives
Kaname, Mamoru,Yamada, Masae,Yoshifuji, Shigeyuki,Sashida, Haruki
experimental part, p. 49 - 54 (2009/07/25)
The short-step synthesis of the unsubstituted, 5-hydroxy- and 5-chloropiperidazine-3-carboxylic acids using an aza Diels-Alder reaction between the 1,3-diene and azodicarboxylate was described. This synthetic methodology could be used for the preparation
Chloptosin, an apoptosis-inducing dimeric cyclohexapeptide produced by Streptomyces
Umezawa, Kazuo,Ikeda, Yoko,Uchihata, Yuki,Naganawa, Hiroshi,Kondo, Shinichi
, p. 459 - 463 (2007/10/03)
In the course of screening for apoptosis-inducing agents, chloptosin (1) was isolated from the culture broth of Streptomyces. The dumbbell-type structure of the dimeric cyclohexapeptide consisting of D-valine, (3S)- and (3R)-piperazic acids, O-methyl-L-serine, D-threonine, and (2S,3aR,8aR)-6- chloro-3a-hydroxy-2,3,3a,8a-hexahydropyrrolo[2,3-b]indole-2-carboxylic acid was elucidated by spectroscopic and chemical degradation studies. The amino acid components in each cyclohexapeptide domain were presented in alternating R and S configurations. Chloptosin (1) was found to induce apoptotic activity in apoptosis-resistant human pancreatic adenocarcinoma cell line AsPC-1 and showed a strong antimicrobial activity against Gram-positive bacteria including methicillin-resistant Staphylococcus aureus.