Pinuspalustrols A & B, Two Rare Dimeric Abietane-O-O-Abietane-Type Diterpenoids of Natural Colophony from Pinus palustris | ||||
| Egyptian Journal of Chemistry | ||||
| Volume 67, Issue 8, August 2024, Page 47-55 PDF (845.32 K) | ||||
| Document Type: Original Article | ||||
| DOI: 10.21608/ejchem.2024.260239.9134 | ||||
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| Authors | ||||
Mohamed H AbdEl-Razek   1; Ahmed A.F. Soliman2; Mohamed Aboelmagd3; Ahmed H. El-Desoky 2
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| 1Chemistry of Natural Compounds Department, Institute of Pharmaceutical and Drug Industries Research, National Research Centre (NRC), 33 El-Behouth St., Dokki, Giza, P.O. 12622, Egypt | ||||
| 2Department of Pharmacognosy, Institute of Pharmaceutical and Drug Industries Research, National Research Centre (NRC), 33 El-Behouth St., Dokki, Giza, P.O. 12622, Egypt | ||||
| 3Department of Pharmacognosy, Institute of Pharmaceutical and Drug Industries Research, National Research Centre (NRC), 33 El-Behouth St., Dokki, Giza, P.O. 12622, Egypt | ||||
| Abstract | ||||
| Pinus palustris' natural colophony produced two novel secondary metabolites, pinuspalustrols A (1) & B (2), a unique pair of C-7 epimeric dimers based on abietane-type diterpenoids linked via C7-C12' peroxy conjunction system. Additionally, their biogenesis-related diterpenoid monomers were previously reported (3-10). Spectroscopic techniques, particularly 1D and 2D NMR together with HREIMS, were used to elucidate their planar structures, while their relative configurations were decided by NOESY spectra, together with comparison with NMR data of known analouges. Both pinuspalustrols A (1) and B (2) possess a skeleton of 12-Hydroxyabieta-8,11,13-trien-7-yl 6-Hydroxy-7-oxoabieta-8,11,13-trien-12-yl peroxide, but they are epimeric at position 7. It is noteworthy that chemical compounds 3-10 were first isolated from P. palustris. | ||||
| Keywords | ||||
| Colophony; Pinus palustris; Pinaceae; dimeric abietane; diterpenoid | ||||
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