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Synthesis and structure-activity relationships of antifungal crassinervic acid analogs.
Chem Biodivers. 2012 Jan; 9(1):41-7.CB

Abstract

A series of analogs of the natural antifungal compound crassinervic acid, a constituent of Piper crassinervium, were synthesized to gain insight into the most relevant structural features affecting the activity of the parent molecule. Most compounds were prepared by aldol reaction of methyl 3-acetyl-4-hydroxybenzoate with a series of ketones, followed by reduction, hydrolysis, and oxidation. The antifungal activities of crassinervic acid and its analogs was assessed against Cladosporium cladosporioides by using the method of bioautography. The bioassay results allowed us to depict structureactivity relationships for this class of compounds.

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Authors+Show Affiliations

Chakor JN
DISMA, Dipartimento di Scienze Molecolari Agroalimentari, Università di Milano, via Celoria 2, IT-20133 Milano.
Musso L
No affiliation info available
Sardi P
No affiliation info available
Dallavalle S
No affiliation info available

MeSH

Antifungal AgentsBenzoatesCladosporiumMicrobial Sensitivity TestsPiperStructure-Activity Relationship

Pub Type(s)

Journal Article

Language

eng

PubMed ID

22253101

Citation

Chakor, Jyotsna N., et al. "Synthesis and Structure-activity Relationships of Antifungal Crassinervic Acid Analogs." Chemistry & Biodiversity, vol. 9, no. 1, 2012, pp. 41-7.
Chakor JN, Musso L, Sardi P, et al. Synthesis and structure-activity relationships of antifungal crassinervic acid analogs. Chem Biodivers. 2012;9(1):41-7.
Chakor, J. N., Musso, L., Sardi, P., & Dallavalle, S. (2012). Synthesis and structure-activity relationships of antifungal crassinervic acid analogs. Chemistry & Biodiversity, 9(1), 41-7. https://doi.org/10.1002/cbdv.201100288
Chakor JN, et al. Synthesis and Structure-activity Relationships of Antifungal Crassinervic Acid Analogs. Chem Biodivers. 2012;9(1):41-7. PubMed PMID: 22253101.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Synthesis and structure-activity relationships of antifungal crassinervic acid analogs. AU - Chakor,Jyotsna N, AU - Musso,Loana, AU - Sardi,Paola, AU - Dallavalle,Sabrina, PY - 2012/1/19/entrez PY - 2012/1/19/pubmed PY - 2012/5/15/medline SP - 41 EP - 7 JF - Chemistry & biodiversity JO - Chem Biodivers VL - 9 IS - 1 N2 - A series of analogs of the natural antifungal compound crassinervic acid, a constituent of Piper crassinervium, were synthesized to gain insight into the most relevant structural features affecting the activity of the parent molecule. Most compounds were prepared by aldol reaction of methyl 3-acetyl-4-hydroxybenzoate with a series of ketones, followed by reduction, hydrolysis, and oxidation. The antifungal activities of crassinervic acid and its analogs was assessed against Cladosporium cladosporioides by using the method of bioautography. The bioassay results allowed us to depict structureactivity relationships for this class of compounds. SN - 1612-1880 UR - https://www.unboundmedicine.com/medline/citation/22253101/Synthesis_and_structure_activity_relationships_of_antifungal_crassinervic_acid_analogs_ L2 - https://doi.org/10.1002/cbdv.201100288 DB - PRIME DP - Unbound Medicine ER -