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从 Baccharis retusa（菊科）嫩枝中提取的抗菌黄烷酮樱黄素的结构结晶特征。

Structural crystalline characterization of sakuranetin--an antimicrobial flavanone from twigs of Baccharis retusa (Asteraceae).

机构信息

Instituto de Ciências Ambientais, Químicas e Farmacêuticas, Universidade Federal de São Paulo, 09972-270 Diadema-SP, Brazil.

Instituto de Química, Universidade Federal de Alfenas, 37130-000 Alfenas-MG, Brazil.

出版信息

Molecules. 2014 Jun 6;19(6):7528-42. doi: 10.3390/molecules19067528.

DOI:10.3390/molecules19067528
PMID:24914898
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6271719/
Abstract

Bioactivity-guided fractionation of an antimicrobial active extract from twigs of Baccharis retusa C. DC. (Asteraceae) yielded the flavanone 5,4'-dihydroxy-7-methoxy-flavanone (sakuranetin) as responsible for the detected activity. The structure of the bioactive compound was established on the basis of spectroscopic data analysis, including NMR and MS. Additionally, the structure of a new crystal form of sakuranetin was confirmed by X-ray diffratometry. The minimum inhibitory concentrations (MIC) of isolated compound were determined against pathogenic yeast belonging to the genus Candida (six species), Cryptococcus (two species/four serotypes) and S. cerevisiae BY 4742 (S288c background) and ranged from 0.32 to 0.63 μg/μL. Our results showed that sakuranetin, which structure was fully characterized, could be used as a tool for the design of novel and more efficacious antifungal agents.

摘要

从 Baccharis retusa C. DC.（菊科）小枝的具有抗菌活性的提取物中进行生物活性导向分离，得到了具有抗菌活性的黄烷酮 5,4'-二羟基-7-甲氧基黄烷酮（樱花素），其负责检测到的活性。该生物活性化合物的结构是基于包括 NMR 和 MS 的光谱数据分析确定的。此外，还通过 X 射线衍射法确定了樱花素新晶型的结构。分离得到的化合物对属于念珠菌属（六种）、隐球菌属（两种/四种血清型）和酿酒酵母 BY 4742（S288c 背景）的致病性酵母的最小抑菌浓度（MIC）测定范围为 0.32 至 0.63 μg/μL。我们的结果表明，樱花素的结构已被充分表征，可作为设计新型和更有效的抗真菌剂的工具。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/bc92fc5ecafc/molecules-19-07528-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/3de49552137b/molecules-19-07528-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/6ee342dc14ab/molecules-19-07528-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/967350ce5ec6/molecules-19-07528-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/abae09466979/molecules-19-07528-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/e17270da15cc/molecules-19-07528-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/80d980052503/molecules-19-07528-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/030f2579a036/molecules-19-07528-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/5980df0e26cf/molecules-19-07528-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/bc92fc5ecafc/molecules-19-07528-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/3de49552137b/molecules-19-07528-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/6ee342dc14ab/molecules-19-07528-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/967350ce5ec6/molecules-19-07528-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/abae09466979/molecules-19-07528-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/e17270da15cc/molecules-19-07528-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/80d980052503/molecules-19-07528-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/030f2579a036/molecules-19-07528-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/5980df0e26cf/molecules-19-07528-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ea/6271719/bc92fc5ecafc/molecules-19-07528-g009.jpg

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