20913-07-9Relevant articles and documents
Total syntheses of surinone B, alatanones A–B, and trineurone A
Gundoju, Narayana Rao,Bokam, Ramesh,Yalavarthi, Nageswara Rao,Buddana, Sudheer Kumar,Prakasham,Ponnapalli, Mangala Gowri
, p. 1 - 8 (2018/04/30)
The total syntheses of four polyketides, surinone B (1), alatanones A–B (2–3), and trineurone A (4) were accomplished through an efficient and unified strategy via one-pot C-acylation reaction coupling 1,3-cyclohexadiones with EDC-activated acids under mild conditions. Alatanone A (2) was found to be a potent anti-microbial agent against Gram-positive and Gram-negative bacteria with MIC 31.25?μg/ml while alatanone B (3) was found to be a potent anti-fungal agent against Cladosporium cladosporioides with MIC 62.5?μg/ml compared to cycloheximide MIC 125?μg/ml. Our methodology allows performing kilogram scale of these scarce polyketides for the development of new antimicrobials.
Synthesis and nematocidal activity of aralkyl- and aralkenylamides related to piperamide on second-stage larvae of Toxocara canis
Kiuchi, Fumiyuki,Nakamura, Norio,Saito, Makiko,Komagome, Kazue,Hiramatsu, Hirokuni,Takimoto, Noriaki,Akao, Nobuaki,Kondo, Kaoru,Tsuda, Yoshisuke
, p. 685 - 696 (2007/10/03)
Seventy-nine aralkyl- and aralkenylamides related to piperamides were synthesized and their nematocidal activity against second-stage larvae of dog roundworm, Toxocara canis, was examined. The activity was greatly dependent on the alkyl chain length and the nature of the amine moiety, but was scarcely affected by the presence or absence of double bond(s) in the chain. The alkyl chain lengths which showed the strongest activity in a series of homologues were m=11 for the pyrrolidine amides and m=13 for the N- methylpiperazine amides. Although piperamides (3,4-methylenedioxyphenyl homologues) showed the strongest activity among the homologues tested, methoxy substituent(s) on the aromatic ring did not have much effect on the activity. However, conversion of the methoxy group to a hydroxy group greatly decreased the activity and shortened the chain length giving the strongest activity. Calculated log P values of non-phenolic aryl-piperamides fell in the range from 3.5 to 4.5, whereas those of hydroxyphenyl-piperamides were smaller, suggesting that different mechanisms are involved in the nematocidal activity of phenolic and non-phenolic compounds.
Lipoxygenase inhibitory compounds
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, (2008/06/13)
Compounds of the formulae STR1 wherein n=6-11, M is hydrogen or a pharmaceutically acceptable cation, R is hydrogen or C1 -C6 alkyl optionally substituted by a carboxyl group and Xa, Xb and Xc each independently represent hydrogen or a variety of substituent groups are potent inhibitors of 5-lipoxygenase.