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Purification and identification of two antifungal cyclic dipeptides from Bacillus cereus subsp. thuringiensis associated with a rhabditid entomopathogenic nematode especially against Fusarium oxysporum.
J Enzyme Inhib Med Chem. 2014 Apr; 29(2):190-7.JE

Abstract

The cell-free culture filtrate of Bacillus cereus subsp. thuringiensis associated with an entomopathogenic nematode (EPN), Rhabditis (Oscheius) sp., exhibited strong antimicrobial activity. The ethyl acetate extract of the bacterial culture filtrate was purified by silica gel column chromatography to obtain two cyclic dipeptides (CDPs). The structure and absolute stereochemistry of this compound were determined based on extensive spectroscopic analyses (FABMS, (1)H NMR, (13)C NMR, (1)H-(1)H COSY, (1)H-(13)C HMBC) and Marfey's method. The compounds were identified as cyclo(D-Pro-L-Met) and cyclo(D-Pro-D-Tyr). CDPs showed significantly higher activity than the standard fungicide bavistin against agriculturally important fungi, viz., Fusarium oxysporum, Rhizoctonia solani and Penicillium expansum. The highest activity of 2 µg/ml by cyclo(D-Pro-D-Tyr) was recorded against F. oxysporum, a plant pathogen responsible for causing fusarium wilt followed by R. solani, a pathogen that causes root rot and P. expansum. To our knowledge, this is the first report on the isolation of these compounds from Rhabditis EPN bacterial strain Bacillus cereus subsp. thuringiensis.

Authors+Show Affiliations

Division of Crop Protection/Division of Crop Utilisation, Central Tuber Crops Research Institute , Sreekariyam, Thiruvananthapuram , India.No affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

23402421

Citation

Kumar, S Nishanth, et al. "Purification and Identification of Two Antifungal Cyclic Dipeptides From Bacillus Cereus Subsp. Thuringiensis Associated With a Rhabditid Entomopathogenic Nematode Especially Against Fusarium Oxysporum." Journal of Enzyme Inhibition and Medicinal Chemistry, vol. 29, no. 2, 2014, pp. 190-7.
Kumar SN, Nambisan B, Mohandas C. Purification and identification of two antifungal cyclic dipeptides from Bacillus cereus subsp. thuringiensis associated with a rhabditid entomopathogenic nematode especially against Fusarium oxysporum. J Enzyme Inhib Med Chem. 2014;29(2):190-7.
Kumar, S. N., Nambisan, B., & Mohandas, C. (2014). Purification and identification of two antifungal cyclic dipeptides from Bacillus cereus subsp. thuringiensis associated with a rhabditid entomopathogenic nematode especially against Fusarium oxysporum. Journal of Enzyme Inhibition and Medicinal Chemistry, 29(2), 190-7. https://doi.org/10.3109/14756366.2013.765414
Kumar SN, Nambisan B, Mohandas C. Purification and Identification of Two Antifungal Cyclic Dipeptides From Bacillus Cereus Subsp. Thuringiensis Associated With a Rhabditid Entomopathogenic Nematode Especially Against Fusarium Oxysporum. J Enzyme Inhib Med Chem. 2014;29(2):190-7. PubMed PMID: 23402421.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Purification and identification of two antifungal cyclic dipeptides from Bacillus cereus subsp. thuringiensis associated with a rhabditid entomopathogenic nematode especially against Fusarium oxysporum. AU - Kumar,S Nishanth, AU - Nambisan,Bala, AU - Mohandas,C, Y1 - 2013/02/13/ PY - 2013/2/14/entrez PY - 2013/2/14/pubmed PY - 2014/11/5/medline SP - 190 EP - 7 JF - Journal of enzyme inhibition and medicinal chemistry JO - J Enzyme Inhib Med Chem VL - 29 IS - 2 N2 - The cell-free culture filtrate of Bacillus cereus subsp. thuringiensis associated with an entomopathogenic nematode (EPN), Rhabditis (Oscheius) sp., exhibited strong antimicrobial activity. The ethyl acetate extract of the bacterial culture filtrate was purified by silica gel column chromatography to obtain two cyclic dipeptides (CDPs). The structure and absolute stereochemistry of this compound were determined based on extensive spectroscopic analyses (FABMS, (1)H NMR, (13)C NMR, (1)H-(1)H COSY, (1)H-(13)C HMBC) and Marfey's method. The compounds were identified as cyclo(D-Pro-L-Met) and cyclo(D-Pro-D-Tyr). CDPs showed significantly higher activity than the standard fungicide bavistin against agriculturally important fungi, viz., Fusarium oxysporum, Rhizoctonia solani and Penicillium expansum. The highest activity of 2 µg/ml by cyclo(D-Pro-D-Tyr) was recorded against F. oxysporum, a plant pathogen responsible for causing fusarium wilt followed by R. solani, a pathogen that causes root rot and P. expansum. To our knowledge, this is the first report on the isolation of these compounds from Rhabditis EPN bacterial strain Bacillus cereus subsp. thuringiensis. SN - 1475-6374 UR - https://www.unboundmedicine.com/medline/citation/23402421/Purification_and_identification_of_two_antifungal_cyclic_dipeptides_from_Bacillus_cereus_subsp__thuringiensis_associated_with_a_rhabditid_entomopathogenic_nematode_especially_against_Fusarium_oxysporum_ L2 - https://www.tandfonline.com/doi/full/10.3109/14756366.2013.765414 DB - PRIME DP - Unbound Medicine ER -