Triterpenoids from Ganoderma gibbosum: A Class of Sensitizers of FLC-Resistant Candida albicans to Fluconazole
Posted on 2019-07-16 - 14:03
Fungal drug resistance is a major
health threat, and reports of clinical resistance worldwide are becoming
increasingly common. In a research program to discover new molecules
to help overcome this problem, 14 new lanostane-type triterpenoids,
gibbosicolids A–G (2–8) and
gibbosic acids I–O (9–15),
were isolated from the fruiting bodies of Ganoderma gibbosum, along with seven known triterpenoid derivatives. These compounds
featured high levels of oxidation, epimerization, and γ-lactonization.
Structures were elucidated by comprehensive spectroscopic analyses
and HRMS data. Absolute configurations were assigned based on quantum
chemical calculations, including calculated chemical shift with DP4+
analysis, coupling constants, and electronic circular dichroism (ECD)
methods. Results show that the calculated NMR with DP4+ analysis could
not reliably establish the overall spatial configuration of molecules
possessing independent and free-rotational stereoclusters. All these
compounds significantly increased the sensitivity of fluconazole (FLC)-resistant C. albicans to FLC. Compounds 2, 5, 9, 12, 16, 17, and 21 exhibited strong antifungal activity against
FLC-resistant C. albicans when combined with FLC,
with MIC50 values ranging from 3.8 to 8.8 μg/mL.
CITE THIS COLLECTION
DataCiteDataCite
3 Biotech3 Biotech
3D Printing in Medicine3D Printing in Medicine
3D Research3D Research
3D-Printed Materials and Systems3D-Printed Materials and Systems
4OR4OR
AAPG BulletinAAPG Bulletin
AAPS OpenAAPS Open
AAPS PharmSciTechAAPS PharmSciTech
Abhandlungen aus dem Mathematischen Seminar der Universität HamburgAbhandlungen aus dem Mathematischen Seminar der Universität Hamburg
ABI Technik (German)ABI Technik (German)
Academic MedicineAcademic Medicine
Academic PediatricsAcademic Pediatrics
Academic PsychiatryAcademic Psychiatry
Academic QuestionsAcademic Questions
Academy of Management DiscoveriesAcademy of Management Discoveries
Academy of Management JournalAcademy of Management Journal
Academy of Management Learning and EducationAcademy of Management Learning and Education
Academy of Management PerspectivesAcademy of Management Perspectives
Academy of Management ProceedingsAcademy of Management Proceedings
Academy of Management ReviewAcademy of Management Review
Pu, Debing; Li, Xiaoning; Lin, Jing; Zhang, Ruihan; Luo, Ting; Wang, Yuan; et al. (2019). Triterpenoids from Ganoderma gibbosum: A Class of Sensitizers of FLC-Resistant Candida albicans to Fluconazole. ACS Publications. Collection. https://doi.org/10.1021/acs.jnatprod.9b00148