Puupehanol, a sesquiterpene-dihydroquinone derivative from the marine sponge Hyrtios sp.
Puupehanol (1), a new sesquiterpene-dihydroquinone derivative, was isolated from the marine sponge Hyrtios sp., along with the known compounds puupehenone (2) and chloropuupehenone (3) that are responsible for the antifungal activity observed in the extract. The structure of 1 was established as (20R,21R)-21-hydroxy-20,21-dihydropuupehenone by extensive spectroscopic and computational methods. Compound 2 exhibited potent activity against Cryptococcus neoformans and Candida krusei with MFCs of 1.25 and 2.50 microg/mL, respectively.
National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, School of Pharmacy, The University of Mississippi, University, MS 38677, USA.
Wen-Hui
WH
Xu
Yuanqing
Y
Ding
Melissa R
MR
Jacob
Ameeta K
AK
Agarwal
Alice M
AM
Clark
Daneel
D
Ferreira
Zong-Suo
ZS
Liang
Xing-Cong
XC
Li
D000818:Animals; D000935:Antifungal Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D001578:Benzopyrans / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D003512:Cyclohexanones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D011161:Porifera / Q000737:chemistry*; D011714:Pyrans / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D011809:Quinones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D012717:Sesquiterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D044004:Xanthones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology
C403008:1,4-dihydroquinone; D000935:Antifungal Agents; D001578:Benzopyrans; D003512:Cyclohexanones; D006576:Heterocyclic Compounds, 4 or More Rings; D011714:Pyrans; D011809:Quinones; D012717:Sesquiterpenes; D044004:Xanthones; C492729:chloropuupehenone; C546155:puupehanol; C053594:puupehenone