UHPLC-ESI-QTOF-MS/MS-Based Molecular Networking Guided Isolation and Dereplication of Antibacterial and Antifungal Constituents of <i>Ventilago denticulata</i>

<i>Ventilago denticulata</i> 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 age...

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Main Authors: Muhaiminatul Azizah (Author), Patcharee Pripdeevech (Author), Tawatchai Thongkongkaew (Author), Chulabhorn Mahidol (Author), Somsak Ruchirawat (Author), Prasat Kittakoop (Author)
Format: Book
Published: MDPI AG, 2020-09-01T00:00:00Z.
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Summary:<i>Ventilago denticulata</i> 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 <i>V. denticulata</i>. Nine antimicrobial agents in <i>V. denticulata</i> were isolated and characterized; they are divided into four groups including (I) flavonoid glycosides, rhamnazin 3-rhamninoside (<b>7</b>), catharticin or rhamnocitrin 3-rhamninoside (<b>8</b>), xanthorhamnin B or rhamnetin 3-rhamninoside (<b>9</b>), kaempferol 3-rhamninoside (<b>10</b>) and flavovilloside or quercetin 3-rhamninoside (<b>11</b>), (II) benzisochromanquinone, ventilatones B (<b>12</b>) and A (<b>15</b>), (III) a naphthopyrone ventilatone C (<b>16</b>) and (IV) a triterpene lupeol (<b>13</b>). Among the isolated compounds, ventilatone C (<b>16</b>) 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 <i>V. denticulata</i> by a dereplication method. MS fragmentation of rhamnose-containing compounds gave an oxonium ion, C<sub>6</sub>H<sub>9</sub>O<sub>3</sub><sup>+</sup> at <i>m/z</i> 129, while that of galactose-containing glycosides provided the fragment ion at <i>m/z</i> 163 of C<sub>6</sub>H<sub>11</sub>O<sub>5</sub><sup>+</sup>. 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.
Item Description:10.3390/antibiotics9090606
2079-6382