- Synthesis of benzamide derivatives of anacardic acid and their cytotoxic activity
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Several benzamide derivatives were synthesized from anacardic acid (1a) which was the product of hydrogenation of the naturally occurring anacardic acid mixture (1a-d), a major constituent of cashew nut shell liquid. Anacardic acid (1a) was first alkylated followed by hydrolysis of the ester to obtain synthones namely, 2-ethoxy-6-pentadecylbenzoic acid (5) and 2-isopropoxy-6-pentadecylbenzoic acid (6). These salicylic acid derivatives were then coupled with a variety of anilines to obtain novel benzamide compounds (7-39). Cytotoxic effect of these synthesized compounds was tested on HeLa cell line of wild type with relatively high expression of p300 and on HCT-15, which is p300 negative. Of all the compounds, 2-isopropoxy-6-pentadecyl-N-pyridin-4-ylbenzamide (27), 2-ethoxy-N-(3-nitrophenyl)-6-pentadecylbenzamide (22) and 2-ethoxy-6-pentadecyl-N-pyridin-4-ylbenzamide (10) were found to be more potent with the respective IC50 values 11.02 μM, 13.55 μM, 15.29 μM on HeLa cell line. Their activities are comparable with garcinol which is a cell permeable histone acetyltransferase (HAT) inhibitor and 10 fold more active than p300 HAT activators so far reported.
- Chandregowda, Venkateshappa,Kush, Anil,Reddy, Goukanapalli Chandrasekara
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experimental part
p. 2711 - 2719
(2009/10/02)
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- Modulators (inhibitors/ activators) of histone acetyltransferases
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Disclosed are compounds of the formulae: and method of using the compounds to treat cancer, AIDS, HIV infection, and asthma.
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Page/Page column 3
(2008/06/13)
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- Synthesis of sildenafil analogues from anacardic acid and their phosphodiesterase-5 inhibition
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Anacardic acid (6-pentadecylsalicylic acid), a major component of cashew nut shell liquid, consists of a heterogeneous mixture of monoenes, dienes, and trienes. The enes mixture of anacardic acid was hydrogenated to a saturated compound. Using saturated a
- Paramashivappa,Phani Kumar,Subba Rao,Srinivasa Rao
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p. 7709 - 7713
(2007/10/03)
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