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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

Trung, Hieu Tran (författare)
Vinh Univ, Dept Chem, Vinh City 462030, Vietnam.
Purnomo, Kartiko Arif (författare)
Kaohsiung Med Univ, Grad Inst Nat Prod, Coll Pharm, Kaohsiung 807378, Taiwan.
Yu, Szu-Yin (författare)
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 (författare)
Kaohsiung Med Univ, Grad Inst Nat Prod, Coll Pharm, Kaohsiung 807378, Taiwan.
Hu, Hao-Chun (författare)
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.
Hwang, Tsong-Long (författare)
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.
Tuan, Nguyen Ngoc (författare)
Ind Univ Ho Chi Minh City, Inst Biotechnol & Food Technol, Ho Chi Minh City 727000, Vietnam.
Tu, Le Ngoc (författare)
Ho Chi Minh City Univ Educ, Fac Chem, Ho Chi Minh City 749000, Vietnam.
Duc, Dau Xuan (författare)
Vinh Univ, Dept Chem, Vinh City 462030, Vietnam.
Quang, Le Dang (författare)
Vietnam Acad Sci & Technol VAST, Inst Trop Technol, Hanoi 122000, Vietnam.
Backlund, Anders, 1965- (författare)
Uppsala universitet,Institutionen för farmaceutisk biovetenskap,Farmakognosi
Thang, Tran Dinh (författare)
Ind Univ Ho Chi Minh City, Inst Biotechnol & Food Technol, Ho Chi Minh City 727000, Vietnam.
Chang, Fang-Rong (författare)
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
Engelska.
Ingår i: ACS Omega. - : American Chemical Society (ACS). - 2470-1343. ; 8:40, s. 37116-37127
  • Tidskriftsartikel (refereegranskat)
Abstract Ämnesord
Stäng  
  • 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.

Ämnesord

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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