Regio-selective acylation of biologically important iridoid glycosides by Candida antarctica lipase

Singh, Parvinder Pal; Ahmed, Qazi Naveed; Shafi, Syed; Reddy, D. Mahendhar; Banday, Abid H.; Reddy, P. Bhaskar; Suri, K. A.; Gupta, B. D.; Satti, Naresh K.; Wakhloo, Basant P.; Kumar, Halmuthur M. Sampath; Qazi, Ghulam N.

doi:10.1016/j.molcatb.2008.04.005

Cited by 8 publications

(1 citation statement)

References 35 publications

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“…Enzyme catalysed reactions offer a highly efficient process under mild conditions, diminish undesired side reactions, and facilitate more pure product recovery. Furthermore, enzymes are proteins, and as such they are completely biodegradable and environment friendly (Singh et al 2009). As a result, this method has been extensively used for the esterification of carbohydrates, nucleosides and other natural products.…”

Section: Introductionmentioning

confidence: 99%

Enzyme mediated-transesterification of verbascoside and evaluation of antifungal activity of synthesised compounds

Khazir

Ali

Khan

et al. 2014

Natural Product Research

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Enzymatic acylation of verbascoside, a polyhydroxylated natural product, has been reported in this study using five different commercial lipases and taking p-nitrophenyl alkanoates as acyl donors. Out of these enzymes, the immobilised Candida antarctica lipase B was found as the enzyme of choice. Mono-and diacylated products were formed, with mono as major product indicating high regioselective nature of such transformations. A series of acyl esters of verbascoside have been synthesised by this enzymatic transesterification methodology. The lipophilicity of the synthesised analogues was also checked. The analogues were further subjected to synergistic antifungal activity with amphotericin B (AmB) against Candida albicans. Fourfold reduction in minimum inhibitory concentration of AmB was observed with few synthesised analogues such as verbascoside 4 00 -octanoate (3b), verbascoside 4 00 -palmitate (3d) and verbascoside 4 00 ,4 0 -dipalmitate (4d) at a concentration of 0.5 mg/mL.

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Section: Introductionmentioning

confidence: 99%

Enzyme mediated-transesterification of verbascoside and evaluation of antifungal activity of synthesised compounds

Khazir

Ali

Khan

et al. 2014

Natural Product Research

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Current awareness on yeast

2009

Yeast

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In order to keep subscribers up‐to‐date with the latest developments in their field, this current awareness service is provided by John Wiley & Sons and contains newly‐published material on yeasts. Each bibliography is divided into 10 sections. 1 Reviews; 2 General; 3 Biochemistry; 4 Biotechnology; 5 Cell Biology; 6 Gene Expression; 7 Genetics; 8 Physiology; 9 Medical Mycology; 10 Recombinant DNA Technology. Within each section, articles are listed in alphabetical order with respect to author. If, in the preceding period, no publications are located relevant to any one of these headings, that section will be omitted. (4 weeks journals ‐ search completed 8th. Apr. 2009)

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Design, synthesis and immunological evaluation of 1,2,3-triazole-tethered carbohydrate–Pam 3 Cys conjugates as TLR2 agonists

Nalla

Pallavi

Bonam

et al. 2015

Bioorganic & Medicinal Chemistry

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Regio-selective acylation of biologically important iridoid glycosides by Candida antarctica lipase

Cited by 8 publications

References 35 publications

Enzyme mediated-transesterification of verbascoside and evaluation of antifungal activity of synthesised compounds

Enzyme mediated-transesterification of verbascoside and evaluation of antifungal activity of synthesised compounds

Current awareness on yeast

Design, synthesis and immunological evaluation of 1,2,3-triazole-tethered carbohydrate–Pam 3 Cys conjugates as TLR2 agonists

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