TY - JOUR
T1 - Asperginols A and B, Diterpene Pyrones, from an Aspergillus sp. And the Structure Revision of Previously Reported Analogues
AU - Al-Khdhairawi, Amjad Ayad Qatran
AU - Low, Yun Yee
AU - Manshoor, Nurhuda
AU - Arya, Aditya
AU - Jelecki, Maciej
AU - Alshawsh, Mohammed Abdullah
AU - Kamran, Sareh
AU - Suliman, Rasha Saad
AU - Low, Anis
AU - Shivanagere Nagojappa, Narendra Babu
AU - Weber, Jean Frédéric F.
N1 - Publisher Copyright:
© 2020 American Chemical Society.
PY - 2020/12/24
Y1 - 2020/12/24
N2 - Two new diterpene pyrones, asperginols A (1) and B (2), and four known analogues (3-6) were isolated from the endophytic fungus Aspergillus sp. HAB10R12. The structures and absolute configurations of these compounds were elucidated based on the analysis of their NMR, MS, and X-ray diffraction data. The revision of the absolute configurations at C-10, C-11, and C-14 of the known diterpene pyrones (3-6) and the determination of the configuration at the polyene side chain for compounds (4-6) were made using chemical methods and vibrational circular dichroism analysis. This group of diterpene pyrone compounds showed unique structural features including a 7/6/6 tricyclic diterpene moiety with an unusual trans-syn-trans stereochemical arrangement. Compound 6 showed moderate activity against the HT-29 colon cancer cell line.
AB - Two new diterpene pyrones, asperginols A (1) and B (2), and four known analogues (3-6) were isolated from the endophytic fungus Aspergillus sp. HAB10R12. The structures and absolute configurations of these compounds were elucidated based on the analysis of their NMR, MS, and X-ray diffraction data. The revision of the absolute configurations at C-10, C-11, and C-14 of the known diterpene pyrones (3-6) and the determination of the configuration at the polyene side chain for compounds (4-6) were made using chemical methods and vibrational circular dichroism analysis. This group of diterpene pyrone compounds showed unique structural features including a 7/6/6 tricyclic diterpene moiety with an unusual trans-syn-trans stereochemical arrangement. Compound 6 showed moderate activity against the HT-29 colon cancer cell line.
UR - http://www.scopus.com/inward/record.url?scp=85098758003&partnerID=8YFLogxK
U2 - 10.1021/acs.jnatprod.0c00618
DO - 10.1021/acs.jnatprod.0c00618
M3 - Article
C2 - 33305943
AN - SCOPUS:85098758003
SN - 0163-3864
VL - 83
SP - 3564
EP - 3570
JO - Journal of Natural Products
JF - Journal of Natural Products
IS - 12
ER -