2. Academic Validation
  3. Crotofolane Diterpenoids and Other Constituents Isolated from Croton kilwae

Crotofolane Diterpenoids and Other Constituents Isolated from Croton kilwae

  • J Nat Prod. 2023 Feb 24;86(2):380-389. doi: 10.1021/acs.jnatprod.2c01007.
Emanuel T Mahambo 1,  Colores Uwamariya 2,  Masum Miah 2,  Leandro da Costa Clementino 3,  Luis Carlos Salazar Alvarez 3,  Gabriela Paula Di Santo Meztler 4,  Edward Trybala 2,  Joanna Said 2,  Lianne H E Wieske 5,  Jas S Ward 6,  Kari Rissanen 6,  Joan J E Munissi 1,  Fabio T M Costa 3,  Per Sunnerhagen 4,  Tomas Bergström 2,  Stephen S Nyandoro 1,  Mate Erdelyi 5
Affiliations

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 Infectious Diseases/Virology, Institute of Biomedicine, Sahlgrenska Academy, University of Gothenburg, S-413 46 Gothenburg, Sweden.
  • 3 Laboratory of Tropical Diseases - Prof. Dr. Luiz Jacinto da Silva, Department of Genetics, Evolution, Microbiology and Immunology, Institute of Biology (IB), University of Campinas - UNICAMP, Campinas, 13083-970 SP, Brazil.
  • 4 Department of Chemistry and Molecular Biology and Centre for Antibiotic Resistance Research (CARe), University of Gothenburg, SE-405 30 Gothenburg, Sweden.
  • 5 Department of Chemistry - BMC, Uppsala University, SE-751 23 Uppsala, Sweden.
  • 6 Department of Chemistry, University of Jyvaskyla, Survontie 9B, 40014 Jyväskylä, Finland.
PMID: 36749598 DOI: 10.1021/acs.jnatprod.2c01007
Abstract

Six new crotofolane Diterpenoids (1-6) and 13 known compounds (7-19) were isolated from the MeOH-CH2Cl2 (1:1, v/v) extracts of the leaves and stem bark of Croton kilwae. The structures of the new compounds were elucidated by extensive analysis of spectroscopic and mass spectrometric data. The structure of crotokilwaepoxide A (1) was confirmed by single-crystal X-ray diffraction, allowing for the determination of its absolute configuration. The crude extracts and the isolated compounds were investigated for Antiviral activity against respiratory syncytial virus (RSV) and human rhinovirus type-2 (HRV-2) in HEp-2 and HeLa cells, respectively, for Antibacterial activity against the Gram-positive Bacillus subtilis and the Gram-negative Escherichia coli, and for antimalarial activity against the Plasmodium falciparum Dd2 strain. ent-3β,19-Dihydroxykaur-16-ene (7) and ayanin (16) displayed anti-RSV activities with IC50 values of 10.2 and 6.1 μM, respectively, while exhibiting only modest cytotoxic effects on HEp-2 cells that resulted in selectivity indices of 4.9 and 16.4. Compounds 2 and 5 exhibited modest anti-HRV-2 activity (IC50 of 44.6 μM for both compounds), while compound 16 inhibited HRV-2 with an IC50 value of 1.8 μM. Compounds 1-3 showed promising antiplasmodial activities (80-100% inhibition) at a 50 μM concentration.

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