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基于超高效液相色谱-电喷雾电离-四极杆飞行时间串联质谱的分子网络引导的[具体植物名称]抗菌和抗真菌成分的分离与去重复分析

UHPLC-ESI-QTOF-MS/MS-Based Molecular Networking Guided Isolation and Dereplication of Antibacterial and Antifungal Constituents of .

作者信息

Azizah Muhaiminatul, Pripdeevech Patcharee, Thongkongkaew Tawatchai, Mahidol Chulabhorn, Ruchirawat Somsak, Kittakoop Prasat

机构信息

Chulabhorn Graduate Institute, Chemical Biology Program, Chulabhorn Royal Academy, Laksi, Bangkok 10210, Thailand.

School of Science, Mae Fah Luang University, Muang, Chiang Rai 57100, Thailand.

出版信息

Antibiotics (Basel). 2020 Sep 15;9(9):606. doi: 10.3390/antibiotics9090606.

Abstract

is an herbal medicine for the treatment of wound infection; therefore this plant may rich in antibacterial agents. UHPLC-ESI-QTOF-MS/MS-Based molecular networking guided isolation and dereplication led to the identification of antibacterial and antifungal agents in . Nine antimicrobial agents in were isolated and characterized; they are divided into four groups including (I) flavonoid glycosides, rhamnazin 3-rhamninoside (), catharticin or rhamnocitrin 3-rhamninoside (), xanthorhamnin B or rhamnetin 3-rhamninoside (), kaempferol 3-rhamninoside () and flavovilloside or quercetin 3-rhamninoside (), (II) benzisochromanquinone, ventilatones B () and A (), (III) a naphthopyrone ventilatone C () and (IV) a triterpene lupeol (). Among the isolated compounds, ventilatone C () was a new compound. Moreover, kaempferol, chrysoeriol, isopimpinellin, rhamnetin, luteolin, emodin, rhamnocitrin, ventilagodenin A, rhamnazin and mukurozidiol, were tentatively identified as antimicrobial compounds in extracts of by a dereplication method. MS fragmentation of rhamnose-containing compounds gave an oxonium ion, CHO at 129, while that of galactose-containing glycosides provided the fragment ion at 163 of CHO. These fragment ions may be used to confirm the presence of rhamnose or galactose in mass spectrometry-based analysis of natural glycosides or oligosaccharide attached to biomolecules, that is, glycoproteins.

摘要

是一种用于治疗伤口感染的草药;因此这种植物可能富含抗菌剂。基于超高效液相色谱-电喷雾电离-四极杆飞行时间串联质谱(UHPLC-ESI-QTOF-MS/MS)的分子网络引导分离和去重复,鉴定出了中的抗菌和抗真菌剂。从中分离并鉴定了九种抗菌剂;它们分为四组,包括(I)黄酮苷,鼠李素3-鼠李糖苷()、泻鼠李素或鼠李柠檬素3-鼠李糖苷()、黄颜木素B或鼠李素3-鼠李糖苷()、山奈酚3-鼠李糖苷()和黄酮绒毛苷或槲皮素3-鼠李糖苷(),(II)苯并异色满醌,通风酮B()和A(),(III)一种萘并吡喃酮通风酮C()以及(IV)一种三萜羽扇豆醇()。在分离出的化合物中,通风酮C()是一种新化合物。此外,通过去重复方法初步鉴定出山奈酚、 Chrysoeriol、异茴芹素、鼠李素、木犀草素、大黄素、鼠李柠檬素、通风地黄素A、鼠李素和木苦楝二醇为提取物中的抗菌化合物。含鼠李糖化合物的质谱裂解产生了一个质荷比为129 的鎓离子CHO,而含半乳糖苷的碎片离子在质荷比为163 处产生CHO。这些碎片离子可用于在基于质谱分析连接到生物分子(即糖蛋白)上的天然糖苷或寡糖时确认鼠李糖或半乳糖的存在。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/01ff/7558283/9fb05b2c1693/antibiotics-09-00606-g001.jpg

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