A crotofolane-type diterpenoid and a rearranged nor-crotofolane-type diterpenoid with a new skeleton from the stems of Croton cascarilloides
Graphical abstract
Section snippets
Supplementary data
Supplementary X-ray crystallographic data for 1 (CCDC 761004) and 2 (CCDC 761005) can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: (+44) 1223-336-033; or [email protected]).
Acknowledgments
The authors are grateful for access to the superconducting NMR instrument at the Analytical Center of Molecular Medicine of the Hiroshima University Faculty of Medicine and an Applied Biosystem QSTAR XL system ESI (Nano Spray)-MS at the Analysis Center of Life Science of the Graduate School of Biomedical Sciences, Hiroshima University.
References and notes (11)
- et al.
Tetrahedron Lett.
(1979) - et al.
Tetrahedron
(1990) - et al.
J. Am. Chem. Soc.
(1975) - et al.
J. Org. Chem.
(1989)
Cited by (14)
Antimicrobial ent-abietane diterpenoids from the leaves of Croton cascarilloide
2023, Journal of Asian Natural Products ResearchUnprecedented diterpene skeletons isolated from vascular plants in the last twenty years (2001–2021)
2022, PhytochemistryCitation Excerpt :A rearranged crotofolane-type diterpenoid was isolated from methanolic extract of the branches of Croton cascarilloides Räuschel. The undescribed compound (135A) was obtained as colorless plates whose structure was elucidated through spectroscopic methods and X-ray analysis (Kawakami et al., 2010). In 2013 the compound 135A was named crotocascarin α and its plausible biosynthetic pathway was proposed (Kawakami et al., 2013).
Labdane and isopimarane diterpenoids from Rosmarinus officinalis solid wastes: MS/MS spectrometric fragmentations and neuroprotective effect
2022, Industrial Crops and ProductsCitation Excerpt :The NMR signals of the tigloyl group were not observed. Diametrically, 2-methy-butanoyl group was characterized at δC 171.1, 45.0, 25.9, 22.7 and 22.7 (Kawakami et al., 2010) (Table 2). The rest of the NMR signals were identical to those of 4.
Crotofolanes, rearranged crotofolanes, and a novel diterpene: isocrotofolane from Croton cascarilloides, collected in Okinawa
2023, Journal of Natural MedicinesStructural diversity of chemical constituents from Okinawan plants
2020, Yakugaku Zasshi