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Calofrasolide A, a new pyranocoumarin from the stem bark of <i>Calophyllum fraseri</i> M.R.Hend. &amp; Wyatt-Sm. and their antimicrobial and antibiofilm activities

Nur Nabilah Mohd ZainiDepartment of Chemistry, Faculty of Science and Mathematics , Universiti Pendidikan Sultan Idris , 35900 , Tanjong Malim , Perak , MalaysiaWan Mohd Nuzul Hakimi Wan SallehDepartment of Chemistry, Faculty of Science and Mathematics , Universiti Pendidikan Sultan Idris , 35900 , Tanjong Malim , Perak , MalaysiaNurunajah Ab GhaniAtta-ur-Rahman Institute for Natural Product Discovery (AuRIns) , Universiti Teknologi MARA , Puncak Alam Campus, 42300 , Puncak Alam , Selangor , MalaysiaAbubakar Siddiq SalihuDepartment of Chemistry, Faculty of Science and Mathematics , Universiti Pendidikan Sultan Idris , 35900 , Tanjong Malim , Perak , MalaysiaMohd Hafiz ArzmiDepartment of Fundamental Dental and Medical Sciences, Kulliyyah of Dentistry , International Islamic University Malaysia , IIUM Kuantan Campus , Pahang , MalaysiaNurulfazlina Edayah RasolAtta-ur-Rahman Institute for Natural Product Discovery (AuRIns) , Universiti Teknologi MARA , Puncak Alam Campus, 42300 , Puncak Alam , Selangor , MalaysiaSherali KuzievDepartment of Biochemistry , National University of Uzbekistan , 100174 , Tashkent , UzbekistanFeruzbek KhasanovDepartment of Pharmacy and Chemistry , Alfraganus University , 100190 , Tashkent , Uzbekistan
ABI

Аннотация

Abstract A new pyranocoumarin, Calofrasolide A ( 1 ), was isolated from the stem bark of Calophyllum fraseri , together with the known constituents β-sitosterol, stigmasterol, friedelin, and lupeol. The structure of the new compound was established through comprehensive spectroscopic analyses and confirmed by comparison with reported data. Compound 1 was evaluated for antimicrobial and antibiofilm activities using microdilution and crystal-violet assays. It exhibited notable antimicrobial activity, with MIC values of 62.5 μg/mL against Candida albicans and Streptococcus mutans . In the antibiofilm assays, compound 1 demonstrated pronounced inhibitory effects, suppressing C. albicans biofilm formation by 30.25 ± 1.04 % and S. mutans biofilms by 78.37 ± 0.22 %. Molecular docking studies supported the experimental findings, revealing favourable binding (LBE = −8.5 kcal/mol) within the active sites of ERG11 (5TZ1) and GtfB (8FK4). These findings highlight Calofrasolide A as a promising pyranocoumarin scaffold with potential antimicrobial and antibiofilm relevance, particularly against oral pathogenic infections.

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