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Anti-inflammatory a...
Anti-inflammatory and Antiphytopathogenic Fungal Activity of 2,3-seco-Tirucallane Triterpenoids Meliadubins A and B from Melia dubia Cav. Barks with ChemGPS-NP and In Silico Prediction
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- Trung, Hieu Tran (author)
- Vinh Univ, Dept Chem, Vinh City 462030, Vietnam.
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- Purnomo, Kartiko Arif (author)
- Kaohsiung Med Univ, Grad Inst Nat Prod, Coll Pharm, Kaohsiung 807378, Taiwan.
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- Yu, Szu-Yin (author)
- Kaohsiung Med Univ, Grad Inst Nat Prod, Coll Pharm, Kaohsiung 807378, Taiwan.;Univ Szeged, Inst Pharmacognosy, H-6720 Szeged, Hungary.
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- Yang, Zih-Jie (author)
- Kaohsiung Med Univ, Grad Inst Nat Prod, Coll Pharm, Kaohsiung 807378, Taiwan.
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- Hu, Hao-Chun (author)
- Kaohsiung Med Univ, Grad Inst Nat Prod, Coll Pharm, Kaohsiung 807378, Taiwan.;Univ Szeged, Inst Pharmaceut Chem, H-6720 Szeged, Hungary.;Chang Gung Univ, Grad Inst Nat Prod, Sch Tradit Chinese Med, Coll Med, Taoyuan 33302, Taiwan.
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- Hwang, Tsong-Long (author)
- Chang Gung Univ, Grad Inst Nat Prod, Sch Tradit Chinese Med, Coll Med, Taoyuan 33302, Taiwan.;Chang Gung Univ Sci & Technol, Res Ctr Chinese Herbal Med, Res Ctr Food & Cosmet Safety, Taoyuan 333324, Taiwan.;Chang Gung Univ Sci & Technol, Grad Inst Hlth Ind Technol, Coll Human Ecol, Taoyuan 333324, Taiwan.;Chang Gung Mem Hosp, Dept Anesthesiol, Taoyuan 333423, Taiwan.
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- Tuan, Nguyen Ngoc (author)
- Ind Univ Ho Chi Minh City, Inst Biotechnol & Food Technol, Ho Chi Minh City 727000, Vietnam.
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- Tu, Le Ngoc (author)
- Ho Chi Minh City Univ Educ, Fac Chem, Ho Chi Minh City 749000, Vietnam.
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- Duc, Dau Xuan (author)
- Vinh Univ, Dept Chem, Vinh City 462030, Vietnam.
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- Quang, Le Dang (author)
- Vietnam Acad Sci & Technol VAST, Inst Trop Technol, Hanoi 122000, Vietnam.
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- Backlund, Anders, 1965- (author)
- Uppsala universitet,Institutionen för farmaceutisk biovetenskap,Farmakognosi
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- Thang, Tran Dinh (author)
- Ind Univ Ho Chi Minh City, Inst Biotechnol & Food Technol, Ho Chi Minh City 727000, Vietnam.
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- Chang, Fang-Rong (author)
- Kaohsiung Med Univ, Grad Inst Nat Prod, Coll Pharm, Kaohsiung 807378, Taiwan.;Kaohsiung Med Univ, Drug Dev & Value Creat Res Ctr, Kaohsiung 807378, Taiwan.;Kaohsiung Med Univ, Kaohsiung Med Univ Hosp, Dept Med Res, Kaohsiung 807378, Taiwan.
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Vinh Univ, Dept Chem, Vinh City 462030, Vietnam Kaohsiung Med Univ, Grad Inst Nat Prod, Coll Pharm, Kaohsiung 807378, Taiwan. (creator_code:org_t)
- American Chemical Society (ACS), 2023
- 2023
- English.
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In: ACS Omega. - : American Chemical Society (ACS). - 2470-1343. ; 8:40, s. 37116-37127
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https://uu.diva-port... (primary) (Raw object)
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Abstract
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- Two new rearranged 2,3-seco-tirucallane triterpenoids, meliadubins A (1) and B (2), along with four known compounds, 3-6, were isolated from the barks of Melia dubia Cav. Compound 2 exhibited a significant inflammatory inhibition effect toward superoxide anion generation in human neutrophils (EC50 at 5.54 +/- 0.36 mu M). It bound to active sites of a human inducible nitric oxide synthase (3E7G) through interactions with the residues of GLU377 and PRO350, which may benefit in reducing the neutrophilic inflammation effect. The ChemGPS-NP interpretation combined with bioactivity assay and in silico prediction results suggested 2 to be an agent for targeting iNOS with different mechanisms as compared to a selected set of current approved drugs. Moreover, compounds 1 and 2 showed remarkable inhibition against the rice pathogenic fungus Magnaporthe oryzae in a dose-dependent manner with IC50 values of 137.20 +/- 9.55 and 182.50 +/- 18.27 mu M, respectively. Both 1 and 2 displayed interactions with the residue of TYR223, a key active site of trihydroxynaphthalene reductase (1YBV). The interpretation of 1 and 2 in the ChemGPS-NP physical-chemical property space indicated that both compounds are quite different compared to all members of a selected set of reference compounds. In light of demonstrated biological activity and in silico prediction experiments, both compounds possibly exhibited activity against phytopathogenic fungi via a novel mode of action.
Subject headings
- MEDICIN OCH HÄLSOVETENSKAP -- Medicinska och farmaceutiska grundvetenskaper -- Farmakologi och toxikologi (hsv//swe)
- MEDICAL AND HEALTH SCIENCES -- Basic Medicine -- Pharmacology and Toxicology (hsv//eng)
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Trung, Hieu Tran
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Purnomo, Kartiko ...
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Yu, Szu-Yin
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Yang, Zih-Jie
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Hu, Hao-Chun
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Hwang, Tsong-Lon ...
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Tuan, Nguyen Ngo ...
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Tu, Le Ngoc
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Duc, Dau Xuan
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Quang, Le Dang
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Backlund, Anders ...
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Thang, Tran Dinh
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Chang, Fang-Rong
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- MEDICAL AND HEALTH SCIENCES
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ACS Omega
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Uppsala University