53552-11-7Relevant academic research and scientific papers
Design, synthesis and biological evaluation of novel β-substituted indol-3-yl ethylamido melatoninergic analogues
Iakovou,Varvaresou,Kourounakis,Stead,Sugden,Tsotinis
, p. 147 - 156 (2002)
A series of new melatonin analogues have been synthesized. Interestingly, two of the new compounds, 11c and 11e, which did not show any appreciable affinity for the melatonin receptor, were found to be potent inhibitors of lipid peroxidation in rat liver microsomes. Analogue 11c, in particular, is a better antioxidant than melatonin.
Synthesis and antibacterial evaluation of hamacanthin B analogues
Kim, Ahhyun,Kim, Min Jeong,Noh, Tae Hwan,Hong, Jongki,Liu, Yonghong,Wei, Xiaoyi,Jung, Jee H.
, p. 5013 - 5017 (2016)
Hamacanthins are a class of antibacterial bisindole alkaloids isolated from marine sponges. Based on structure–activity relationships and in silico MRSA PK binding analysis of these bisindole alkaloids, the authors designed new hamacanthin B derivatives and evaluated their antibacterial activities against drug-resistant pathogens. Racemates of the synthetic products were resolved into their enantiomers by chiral separation using a cellulose column, and antibacterial activities were compared. Unsaturation of the central heterocyclic ring structure and bromine substitution at the indole moiety were found to enhance the antibacterial activities of hamacanthin B analogues.
Synthesis of 5-(3-indolyl)oxazole natural products. Structure revision of Almazole D
Miyake, Fumiko,Hashimoto, Michinao,Tonsiengsom, Sorasaree,Yakushijin, Kenichi,Horne, David A.
experimental part, p. 4888 - 4893 (2010/08/06)
The synthesis and utility of β-oxotryptamine and β-oxytryptophan ester synthons provide a convenient entry to 5-(3-indolyl)oxazole natural products leading to a structure revision of almazole D.
Diazonamide studies. A direct synthesis of the indole bis-oxazole fragment from tri- and tetra-peptides using biomimetic oxidative cyclizations
Sperry, Jonathan,Moody, Christopher J.
experimental part, p. 6483 - 6495 (2010/10/19)
The oxidation of several readily prepared tryptophan containing tri- and tetrapeptides with DDQ results in a biomimetic cyclization and direct formation of the indole bis-oxazole fragment of diazonamide A, establishing that such a transformation is a viab
Synthesis of novel oxazolyl-indoles
Roy, Sudipta,Haque, Sakhina,Gribble, Gordon W.
, p. 3948 - 3954 (2008/03/11)
We describe the synthesis of oxazolyl-indoles that are structurally related to pimprinaphine. The effect of the indole N-cyanoalkyl substituents on the 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) mediated oxidation was evaluated. Georg Thieme Verlag Stuttgart.
Syntheses and cytotoxicity evaluation of bis(indolyl)thiazole, bis(indolyl)pyrazinone and bis(indolyl)pyrazine: Analogues of cytotoxic marine bis(indole) alkaloid
Jiang, Biao,Gu, Xiao-Hui
, p. 363 - 371 (2007/10/03)
2,4-Bis(3'-indolyl)thiazoles, 3,5-bis(3'-indolyl)-2(1H)pyrazinone and 3,6-bis(3'-indolyl)pyrazine were synthesized and evaluated for cytotoxic activity against diverse human cancer cell lines by the National Cancer Institute. These compounds demonstrated significant inhibitory effects in the growth of a range of cancer cell lines. 2,4-Bis(3'-indolyl)thiazole displayed selective cytotoxicity against certain leukemia cell lines with GI50 values in the low micromolar range while the substituted derivatives showed a broad spectrum of cytotoxic activity. 3,5-Bis(3'-indolyl)-2(1H)pyrazinone and 3,6- bis[3'-(N-methyl-indolyl)]pyrazine possessed strong inhibitory activity against a wide range of human tumor cell lines. The mechanism of action remained unknown. The results suggested that 2,4-bis(3'-indolyl)thiazoles, 3,5-bis(3'-indolyl)-2(1H)pyrazinone and 3,6-bis[3'-(N-methyl-indolyl)] pyrazine offer potential as lead compounds for the discovery of anticancer agents. (C) 2000 Elsevier Science Ltd.
Syntheses of bis(3'-indolyl)-2(1H)-pyrazinones
Jiang, Biao,Gu, Xiao-Hui
, p. 1559 - 1568 (2007/10/03)
The syntheses of 3,6-bis(3'-indolyl)-2(1H)-pyrazinone and 3,5- bis(3'indolyl)-2(1H)-pyrazinone were described. Syntheses of 3,6-bis(3'- indolyl)-2(1H)-pyrazinone proceeded through the condensation of N-Boc- indolylglycine with indol-3-yl-N-methyl-O-methox
Almazole C, a new indole alkaloid bearing an unusually 2,5-disubstituted oxazole moiety, and its putative biogenetic peptidic precursors, from a Senegalese delesseriacean seaweed
Guella,Mancini,N'Diaye,Pietra
, p. 1999 - 2006 (2007/10/02)
From product isolation and biomimetic synthesis - which also establishes absolute configurations - the known oxazole alkaloids almazoles A ((+)-1) and B ((+)-2) seem to arise in a Senegalese delesseriacean seaweed from, in sequence, the new modified pepti
ELECTROCHEMICAL SYNTHESIS OF β-KETOTRYPTOPHAN
Vinograd, L. Kh.,Sorokina, N. P.,Turchin, K. F.,Dubinskii, R. A.,Suvorov, N. N.
, p. 2222 - 2226 (2007/10/02)
The reduction of ethyl α-hydroxyimino-β-keto-β-(3-indolyl)propionate was investigated. β-Ketotryptophan and its ethyl ester were obtained.
