Antimicrobial and in silico studies of the triterpenoids of Dichapetalum albidum

被引:3
作者
Chama, Mary A. [1 ]
Dziwornu, Godwin A. [1 ]
Popli, Elizabeth [2 ]
Mas-Claret, Eduard [3 ]
Egyir, Beverly [4 ]
Ayine-Tora, Daniel M. [1 ]
Owusu, Kofi B-A. [5 ]
Reid, David G. [2 ]
Osei-Safo, Dorcas [1 ]
Duer, Melinda [2 ]
Mulholland, Dulcie [6 ]
Bender, Andreas [2 ]
机构
[1] Univ Ghana, Dept Chem, SPMS, CBAS, Accra, Ghana
[2] Univ Cambridge, Yusuf Hamied Dept Chem, Cambridge, England
[3] Royal Bot Gardens, Richmond TW9 3AQ, England
[4] Univ Ghana, Noguchi Mem Inst Med Res, Coll Hlth Sci, Dept Bacteriol, Accra, Ghana
[5] Univ Ghana, Noguchi Mem Inst Med Res, Coll Hlth Sci, Dept Parasitol, Accra, Ghana
[6] Univ Surrey, Dept Chem, Guildford, England
关键词
Dichapetalum albidum; 20; 60; 21a-trihydroxyfriedelan-3-one; 30-acetoxy-2a; 190-dihydroxy-urs-12-en-28-oic; acid; Leishmania donovani; Trypanosoma brucei brucei; Glucose-6-phosphate dehydrogenase; EMPIRICAL SCORING FUNCTIONS; PROTEIN-LIGAND DOCKING; STEM BARK; TRYPANOSOMA-CRUZI; GLUCOSE-6-PHOSPHATE-DEHYDROGENASE; CONSTITUENTS; PLANTS; ROOTS;
D O I
10.1016/j.heliyon.2023.e18299
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
Here we report a new polyhydroxylated triterpene, 20,60,21a-trihydroxyfriedelan-3-one (4) isolated from the root and stem bark of Dichapetalum albidum A. Chev (Dichapetalaceae), along with six known triterpenoids (1-3, 5, 6, 8), sitosterol-30-O-D-glucopyranoside (9), a dipeptide (7), and a tyramine derivative of coumaric acid (10). Friedelan-3-one (2) showed an antimicrobial activity (IC50) of 11.40 & mu;g/mL against Bacillus cereus, while friedelan-3a-ol (1) gave an IC50 of 13.07 & mu;g/ mL against Staphylococcus aureus with ampicillin reference standard of 19.52 & mu;g/mL and 0.30 & mu;g/ mL respectively. 30-Acetyl tormentic acid (5) showed an IC50 of 12.50 & mu;g/mL against Trypanosoma brucei brucei and sitosterol-30-O-D-glucopyranoside (9) showed an IC50 of 5.06 & mu;g/mL against Leishmania donovani with respective reference standards of IC50 5.02 & mu;g/mL for suramin and IC50 0.27 & mu;g/mL for amphotericin B. Molecular docking of the isolated compounds on the enzyme glucose-6-phosphate dehydrogenase (G6PDH) suggested 30-acetyl tormentic acid (5) and sitosterol-30-O-D-glucopyranoside (9) as plausible inhibitors of the enzyme in accordance with the experimental biological results observed.
引用
收藏
页数:11
相关论文
共 49 条
  • [1] CONSTITUENTS OF TROPICAL MEDICINAL-PLANTS .72. DICHAPETALIN-A, A NOVEL PLANT CONSTITUENT FROM DICHAPETALUM-MADAGASCARIENSE WITH POTENTIAL ANTINEOPLASTIC ACTIVITY
    ACHENBACH, H
    ASUNKA, SA
    WAIBEL, R
    ADDAEMENSAH, I
    OPPONG, IV
    [J]. NATURAL PRODUCT LETTERS, 1995, 7 (02): : 93 - 100
  • [2] A novel D:A-friedooleanane triterpenoid and other constituents of the stem bark of Dichapetalum barteri Engl.
    Addae-Mensah, Ivan
    Adu-Kumi, Sam
    Waibel, Reiner
    Oppong, Isaac V.
    [J]. ARKIVOC, 2007, : 71 - 79
  • [3] Constituents of tropical medicinal plants. 74. The dichapetalins - A new class of triterpenoids
    AddaeMensah, I
    Waibel, R
    Asunka, SA
    Oppong, IV
    Achenbach, H
    [J]. PHYTOCHEMISTRY, 1996, 43 (03) : 649 - 656
  • [4] [Anonymous], 2023, QIKPROP
  • [5] [Anonymous], 1912, B SOC BOT FR, V59, P645
  • [6] Bandaranayake W., 2006, MODERN PHYTOMEDICINE, P25, DOI [10.1002/9783527609987.ch2, DOI 10.1002/9783527609987.CH2]
  • [7] Ceramide and Cerebroside from the Stem Bark of Ficus mucuso (Moraceae)
    Bankeu, Jean Jules Kezetas
    Mustafa, Sufyan Awad Alkarim
    Gojayev, Anar Sahib
    Lenta, Bruno Djakou
    Noungoue, Diderot Tchamo
    Ngouela, Silvere Augustin
    Asaad, Khalid
    Choudhary, Mohammed Iqbal
    Prigge, Sean
    Guliyev, Akif Alekper
    Nkengfack, Augustin Ephrem
    Tsamo, Etienne
    Ali, Muhammad Shaiq
    [J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 2010, 58 (12) : 1661 - 1665
  • [8] Announcing the worldwide Protein Data Bank
    Berman, H
    Henrick, K
    Nakamura, H
    [J]. NATURE STRUCTURAL BIOLOGY, 2003, 10 (12) : 980 - 980
  • [9] The Protein Data Bank
    Berman, HM
    Westbrook, J
    Feng, Z
    Gilliland, G
    Bhat, TN
    Weissig, H
    Shindyalov, IN
    Bourne, PE
    [J]. NUCLEIC ACIDS RESEARCH, 2000, 28 (01) : 235 - 242
  • [10] Chama M.A., 2022, JUST, V40, P66, DOI [10.4314/just.v40i1.1263, DOI 10.4314/JUST.V40I1.1263]