GC-MS and Bioassay-Guided Isolation of Xanthones from <i>Mammea siamensis</i>

Mammea siamensis (Miq.) T. Anders. (Calophyllaceae) plants have long been employed as an active integral composition in Thai traditional medicine. Additionally, phenylcoumarins and triterpenes were reported as major components in phytochemical research. This work explored the various parts of M. sia...

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Main Authors: Wiyarat Kumutanat, Sakchai Hongthong, Sariyarach Thanasansurapong, Naowarat Kongkum, Napasawan Chumnanvej
Format: Article
Language:English
Published: Department of Chemistry, Universitas Gadjah Mada 2023-05-01
Series:Indonesian Journal of Chemistry
Subjects:
Online Access:https://journal.ugm.ac.id/ijc/article/view/79987
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author Wiyarat Kumutanat
Sakchai Hongthong
Sariyarach Thanasansurapong
Naowarat Kongkum
Napasawan Chumnanvej
author_facet Wiyarat Kumutanat
Sakchai Hongthong
Sariyarach Thanasansurapong
Naowarat Kongkum
Napasawan Chumnanvej
author_sort Wiyarat Kumutanat
collection DOAJ
description Mammea siamensis (Miq.) T. Anders. (Calophyllaceae) plants have long been employed as an active integral composition in Thai traditional medicine. Additionally, phenylcoumarins and triterpenes were reported as major components in phytochemical research. This work explored the various parts of M. siamensis; barks, flowers, twigs, leaves, and young leaves; to determine their bioactive compounds. By using the GC-MS and bioassay guidance, two xanthones, 6-deoxyisojacareubin (1) and 1,5-dihydroxyxanthone (2), together with a mixture of phenylcoumarins, mammea A/AA cyclo D (3) and mammea A/AB cyclo D (4) have been isolated from the methanolic extract of young leaves. Their structures were identified by means of spectroscopic technique and by comparison with literature data. In particular, the current study was the first exposed report of xanthones 1 and 2 from the genus Mammea. Furthermore, compounds 1 and 2 and the methanolic young leaf extract had high antioxidant efficiency on DPPH and ABTS assays. The young leaf extract provided mild toxicity on the brine shrimp lethality test (BSLT) with LC50 value of 93.11 ± 1.37 µg/mL. In addition, the isolated compounds 1 and 2 were non-toxicity in BSLT assay. Therefore, the young leaf extract and the purified constituents 1 and 2 should be further studied and developed for using in pharmaceutical industries.
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spelling doaj.art-197d184215484bdeb7308481757043f92023-06-16T01:15:38ZengDepartment of Chemistry, Universitas Gadjah MadaIndonesian Journal of Chemistry1411-94202460-15782023-05-0123371672610.22146/ijc.7998733801GC-MS and Bioassay-Guided Isolation of Xanthones from <i>Mammea siamensis</i>Wiyarat Kumutanat0Sakchai Hongthong1Sariyarach Thanasansurapong2Naowarat Kongkum3Napasawan Chumnanvej4Division of Chemistry and Multidisciplinary Research in Chemistry (MulRiC) Laboratory, Faculty of Science and Technology, Rajabhat Rajanagarindra University, Chachoengsao 24000, ThailandDivision of Chemistry and Multidisciplinary Research in Chemistry (MulRiC) Laboratory, Faculty of Science and Technology, Rajabhat Rajanagarindra University, Chachoengsao 24000, Thailand; Center of Excellence for Innovation in Chemistry (PERCH-CIC), Department of Chemistry, Faculty of Science, Mahidol University, Bangkok 10400, ThailandCenter of Excellence for Innovation in Chemistry (PERCH-CIC), Department of Chemistry, Faculty of Science, Mahidol University, Bangkok 10400, Thailand; National Nanotechnology Center, NSTDA, 111 Thailand Science Park, Klong Luang, Pathum Thani 12120, ThailandDepartment of Fundamental Science and Physical Education, Faculty of Science at Sriracha, Kasetsart University, Chonburi 20230, ThailandDepartment of Fundamental Science and Physical Education, Faculty of Science at Sriracha, Kasetsart University, Chonburi 20230, ThailandMammea siamensis (Miq.) T. Anders. (Calophyllaceae) plants have long been employed as an active integral composition in Thai traditional medicine. Additionally, phenylcoumarins and triterpenes were reported as major components in phytochemical research. This work explored the various parts of M. siamensis; barks, flowers, twigs, leaves, and young leaves; to determine their bioactive compounds. By using the GC-MS and bioassay guidance, two xanthones, 6-deoxyisojacareubin (1) and 1,5-dihydroxyxanthone (2), together with a mixture of phenylcoumarins, mammea A/AA cyclo D (3) and mammea A/AB cyclo D (4) have been isolated from the methanolic extract of young leaves. Their structures were identified by means of spectroscopic technique and by comparison with literature data. In particular, the current study was the first exposed report of xanthones 1 and 2 from the genus Mammea. Furthermore, compounds 1 and 2 and the methanolic young leaf extract had high antioxidant efficiency on DPPH and ABTS assays. The young leaf extract provided mild toxicity on the brine shrimp lethality test (BSLT) with LC50 value of 93.11 ± 1.37 µg/mL. In addition, the isolated compounds 1 and 2 were non-toxicity in BSLT assay. Therefore, the young leaf extract and the purified constituents 1 and 2 should be further studied and developed for using in pharmaceutical industries.https://journal.ugm.ac.id/ijc/article/view/79987antioxidant activitymammea siamensisphenylcoumarinstoxicityxanthones
spellingShingle Wiyarat Kumutanat
Sakchai Hongthong
Sariyarach Thanasansurapong
Naowarat Kongkum
Napasawan Chumnanvej
GC-MS and Bioassay-Guided Isolation of Xanthones from <i>Mammea siamensis</i>
Indonesian Journal of Chemistry
antioxidant activity
mammea siamensis
phenylcoumarins
toxicity
xanthones
title GC-MS and Bioassay-Guided Isolation of Xanthones from <i>Mammea siamensis</i>
title_full GC-MS and Bioassay-Guided Isolation of Xanthones from <i>Mammea siamensis</i>
title_fullStr GC-MS and Bioassay-Guided Isolation of Xanthones from <i>Mammea siamensis</i>
title_full_unstemmed GC-MS and Bioassay-Guided Isolation of Xanthones from <i>Mammea siamensis</i>
title_short GC-MS and Bioassay-Guided Isolation of Xanthones from <i>Mammea siamensis</i>
title_sort gc ms and bioassay guided isolation of xanthones from i mammea siamensis i
topic antioxidant activity
mammea siamensis
phenylcoumarins
toxicity
xanthones
url https://journal.ugm.ac.id/ijc/article/view/79987
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