Ent-Atisane and 3,4-seco-atisane diterpenoids from Croton crocodilorum roots and their antiproliferative effect on human colorectal cancer cells.

Five previously undescribed diterpenoids (1–5) along with four known ones (6–9) were isolated from the roots of Croton crocodilorum. Most notably, the four ent -3,4- seco -atisane diterpenoids (2–5) biosynthesized from the ent -atisane diterpenoid (1) were crotogoudin derivatives. Their structures w...

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Publicado en:Fitoterapia Vol. 191
Autores principales: Soavina, Silvère, Makhloufi, Hind, Gibot-Leclerc, Léa, Champavier, Yves, Liagre, Bertrand, Hanitriniaina, Carène, Fatiany, Ruphin, Razafimahefa, Solofoniaina, Daugey, Nicolas, Buffeteau, Thierry, Millot, Marion, Mambu, Lengo
Formato: research Journal Article
Publicado: Elsevier B.V. Jun2026
Acceso en línea:Ver este registro en EBSCOhost
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      dt: Jun2026
      vid: 191
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      pub: Elsevier B.V.
      place: New York, New York
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        193806187
        193806187
        193806187
        10.1016/j.fitote.2026.107247
        193806187
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        atl: Ent-Atisane and 3,4-seco-atisane diterpenoids from Croton crocodilorum roots and their antiproliferative effect on human colorectal cancer cells.
      aug:
        au:
          Soavina, Silvère
          Makhloufi, Hind
          Gibot-Leclerc, Léa
          Champavier, Yves
          Liagre, Bertrand
          Hanitriniaina, Carène
          Fatiany, Ruphin
          Razafimahefa, Solofoniaina
          Daugey, Nicolas
          Buffeteau, Thierry
          Millot, Marion
          Mambu, Lengo
        affil: University Limoges, LABCiS, UR 22722, Faculté de Pharmacie, F-87000 Limoges, France
      sug:
        subj:
          Plants, Medicinal
          Plant Roots Therapeutic Use
          Antineoplastic Agents Therapeutic Use
          Terpenes Metabolism
          Colorectal Neoplasms Drug Therapy
          Cell Line, Tumor Drug Effects
          Human
          Mass Spectrometry Methods
          Cell Proliferation
          Irinotecan
          Ketones Physiology
      ab: Five previously undescribed diterpenoids (1–5) along with four known ones (6–9) were isolated from the roots of Croton crocodilorum. Most notably, the four ent -3,4- seco -atisane diterpenoids (2–5) biosynthesized from the ent -atisane diterpenoid (1) were crotogoudin derivatives. Their structures were elucidated by spectroscopic data including HRESIMS and extensive 1D and 2D NMR investigations. The absolute configuration of compounds (−)-1, (−)-3 and (−)-6 was determined by vibrational circular dichroism (VCD) and Raman optical activity (ROA) spectroscopies along with density functional theory calculations. Their plausible biosynthetic pathway was proposed. All isolated diterpenoids were evaluated for their antiproliferative activity against sensitive and resistant human colorectal cancer cells (HCT116 and HT-29). Compounds 3, 5, 6 and 7 displayed more potent activities than the two positive controls (5 FU and irinotecan) against the two cancer cell lines. [Display omitted] • Five previously undescribed diterpenoids were isolated from Croton crocodilorum roots. • Their structures were established by spectroscopic methods (HRMS, NMR, VCD and ROA). • Compounds 3 , 5–7 exhibited significant antiproliferative activities against HCT 116 and HT-29 cell lines. • Structure activity relationship showed the interest of an a,b -unsaturated ketone function.
      pubtype: Academic Journal
      doctype:
        research
        Journal Article
      ougenre: Article
    language: English
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