2013
DOI: 10.1248/cpb.c12-00898
|View full text |Cite
|
Sign up to set email alerts
|

Lasiodiplodin Analogues from the Endophytic Fungus <i>Sarocladium kiliense</i>

Abstract: A new 12-membered ring lactone, (3S),(6R)-6-hydroxylasiodiplodin (1), with two known analogues, (3R)-lasiodiplodin (2), and (3R),(5S)-5-hydroxylasiodiplodin (3) were isolated from the EtOH extracts of normal Apriona germari (Hope)-associated fungus Sarocladium kiliense grown in rice medium. The structures of compounds 1-3 were elucidated by a combination of spectroscopic data interpretation, single-crystal X-ray diffraction analysis, and modified Mosher's method.

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
1
1
1

Citation Types

1
2
0

Year Published

2013
2013
2022
2022

Publication Types

Select...
8

Relationship

0
8

Authors

Journals

citations
Cited by 10 publications
(3 citation statements)
references
References 11 publications
1
2
0
Order By: Relevance
“…In the present study, seven of 18 genera of endophyte have previously been documented as endophytes, including C. globosum (Borges et al, 2011), A. fumigatus (Kusari et al, 2009), T. asperellum (Hanada et al, 2008), S. kiliense (Yuan et al, 2013), Alternaria sp. (Li et al, 2010),…”
Section: Discussionsupporting
confidence: 56%
“…In the present study, seven of 18 genera of endophyte have previously been documented as endophytes, including C. globosum (Borges et al, 2011), A. fumigatus (Kusari et al, 2009), T. asperellum (Hanada et al, 2008), S. kiliense (Yuan et al, 2013), Alternaria sp. (Li et al, 2010),…”
Section: Discussionsupporting
confidence: 56%
“…isolated from Excoecaria agallocha were identified several compounds belonging to the lasiodiplodins series [ 18 , 47 ]. Although lasiodiplodins production has been reported in other fungal species (i.e., Sarocladium kiliense , Syncephalastrum racemosum ) [ 84 , 85 ] and in many plants (i.e., Ampelopsis japonica, Euphorbia splendens, Macroptilium lathyroides ) [ 83 , 86 ], these compounds are frequently identified in cultures of Lasiodiplodia theobromae ( Table 2 ). Furthermore, several authors assumed that lasiodiplodins may not be plant metabolites but may be produced by symbiotic fungi [ 87 ].…”
Section: Secondary Metabolitesmentioning
confidence: 99%
“…Correspondingly, the stereochemistry of C-3 and C-5 of compound 3 was determined as 3 S , 5 S . For the other analogue ( 3S ),( 6R )-6-hydroxylasiodiplodin [6], the carbon chemical shift of 6R at δ C 70.5 in CDCl 3 /CD 3 OD solvent was distinctly different from the carbon chemical shift at C-6 position of compound 3 at δ C 76.3 in CD 3 OD solvent. Furthermore, the NOESY spectrum of compound 3 displayed a NOE correlation between H-5 and H-6, therefore, the absolute configuration of (5 S ,6 S )-dihydroxylasiodiplodin was proposed to be (3 S ,5 S ,6 S ).…”
Section: Resultsmentioning
confidence: 99%