Modified ent-Abietane Diterpenoids from the Leaves of Suregada zanzibariensis

  • J Nat Prod. 2022 Sep 23;85(9):2135-2141. doi: 10.1021/acs.jnatprod.2c00147.
Thobias M Kalenga  1  2 ,  Jackson T Mollel  3  4 ,  Joanna Said  4 ,  Andreas Orthaber  5 ,  Jas S Ward  6 ,  Yoseph Atilaw  7 ,  Daniel Umereweneza  7  8 ,  Monica M Ndoile  1 ,  Joan J E Munissi  1 ,  Kari Rissanen  6 ,  Edward Trybala  4 ,  Tomas Bergström  4 ,  Stephen S Nyandoro  1 ,  Mate Erdelyi  7
Affiliations
  • 1. Chemistry Department, College of Natural and Applied Sciences, University of Dar es Salaam, P.O. Box 35061, Dar es Salaam, Tanzania.
  • 2. Department of Chemistry, College of Education, Mwalimu Julius K. Nyerere University of Agriculture and Technology, P.O. Box 976, Butiama, Tanzania.
  • 3. Institute of Traditional Medicine, Muhimbili University of Health and Allied Sciences, P.O. Box 65001, Dar es Salaam, Tanzania.
  • 4. Department of Infectious Diseases/Virology, Institute of Biomedicine, Sahlgrenska Academy, University of Gothenburg, S-413 46 Gothenburg, Sweden.
  • 5. Department of Chemistry - Ångström, Uppsala University, SE-751 20 Uppsala, Sweden.
  • 6. University of Jyvaskyla, Department of Chemistry, 40014 Jyväskylä, Finland.
  • 7. Department of Chemistry - BMC, Uppsala University, SE-751 23 Uppsala, Sweden.
  • 8. Department of Chemistry, College of Science and Technology, University of Rwanda, P.O Box 3900, Kigali, Rwanda.
PMID: 36075014 DOI: 10.1021/acs.jnatprod.2c00147
Abstract

The leaf extract of Suregada zanzibariensis gave two new modified ent-abietane Diterpenoids, zanzibariolides A (1) and B (2), and two known triterpenoids, simiarenol (3) and β-amyrin (4). The structures of the isolated compounds were elucidated based on NMR and MS data analysis. Single-crystal X-ray diffraction was used to establish the absolute configurations of compounds 1 and 2. The crude leaf extract inhibited the infectivity of herpes simplex virus 2 (HSV-2, IC50 11.5 μg/mL) and showed toxicity on African green monkey kidney (GMK AH1) cells at CC50 52 μg/mL. The isolated compounds 1-3 showed no anti-HSV-2 activity and exhibited insignificant toxicity against GMK AH1 cells at ≥100 μM.