Nat Prod Sci.  2019 Sep;25(3):228-232. 10.20307/nps.2019.25.3.228.

Xylaroisopimaranin A, a New Isopimarane Derivative from an Endophytic Fungus Xylaralyce sp.

• Bao SS
• Liu HH
• Zhang XQ
• Liu CX
• Li XC
• Guo ZY

• KMID: 2459964
• DOI: http://doi.org/10.20307/nps.2019.25.3.228

Abstract

Five secondary metabolites, including a new isopimarane derivative xylaroisopimaranin A (1), were isolated from the endophytic fungus Xylaralyce sp. (HM-1), and their structures were elucidated by 1D, 2D NMR, MS and CD spectra. Their bioactivities were performed to antibacterial, Hep G2 cells cytotoxicity and brine shrimp inhibition. The biological evaluation results showed that the xylaroisopimaranin A (1), xylabisboein B (2), griseofulvin (3) , 5-methylmellein (4) and mellein-5-carboxlic acid (5) displayed no significant Hep G2 cells cytotoxicity and antibacterial acitivity, but they inhibited the brine shrimp with ICâ‚…â‚€ from 0.5 to 25 µmol/mL.

Keyword

Endophytic fungus; Xylaralyce sp.; Structural elucidation; Brine shrimp inhibition

MeSH Terms

Artemia
Fungi*
Griseofulvin
Hep G2 Cells
Griseofulvin

Figure

• 

  Fig. 1 The structures of 1 – 5.

• 

  Fig. 2 The Key HMBC and NOESY correlations of 1.

• 

  Fig. 3 The CD spectra of 1 and 2.

Reference

1. Hanson JR. Nat Prod Rep. 2017; 34:1233–1243.

2. Wu SH, He J, Li XN, Huang R, Song F, Chen YW, Miao CP. Phytochemistry. 2014; 105:197–204.

3. Wang XN, Bashyal BPE, Wijeratne EM, U'Ren JM, Liu MX, Gunatilaka MK, Arnold AE, Gunatilaka AAL. J Nat Prod. 2016; 79:1347–1353.

4. Li XD, Li XM, Li X, Xu GM, Liu Y, Wang BG. J Nat Prod. 2016; 79:1347–1353.

5. Shiono Y, Kikuchi M, Koseki T, Murayama T, Kwon E, Aburai N, Kimura K. Phytochemistry. 2011; 72:1400–1405.

6. Sorres J, Nirma C, Touré S, Eparvier V, Stien D. Tetrahedron Lett. 2015; 56:4596–4598.

7. Zhang D, Zhao L, Wang L, Fang X, Zhao J, Wang X, Li L, Liu H, Wei Y, You X, Cen S, Yu L. J Nat Prod. 2017; 80:371–376.