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. 2014 Jun 27;77(6):1467-72.
doi: 10.1021/np500237h. Epub 2014 Jun 2.

Thielavialides A-E, nor-spiro-azaphilones, and a bis-spiro-azaphilone from Thielavia sp. PA0001, an endophytic fungus isolated from aeroponically grown Physalis alkekengi

E M Kithsiri Wijeratne  1 , Patricia Espinosa-Artiles, Raphael Gruener, A A Leslie Gunatilaka
Affiliations

Thielavialides A-E, nor-spiro-azaphilones, and a bis-spiro-azaphilone from Thielavia sp. PA0001, an endophytic fungus isolated from aeroponically grown Physalis alkekengi

E M Kithsiri Wijeratne et al. J Nat Prod. .

Abstract

Four new nor-spiro-azaphilones, thielavialides A-D (1- 4), a new bis-spiro-azaphilone, thielavialide E (5), together with pestafolide A (6), were isolated from the endophytic fungal strain, Thielavia sp. PA0001, occurring in the healthy leaf tissue of aeroponically grown Physalis alkekengi. The structures and relative configurations of 1-5 were established on the basis of their MS and NMR data. Possible biosynthetic pathways to thielavialides A-E (1- 5) from pestafolide A (6), some involving a Favorskii-like rearrangement, are proposed.

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Figures

Figure 1
Figure 1
Selected COSY and HMBC correlations for 1.
Figure 2
Figure 2
Selected NOE correlations for 1.
Figure 3
Figure 3
Selected HMBC and NOE correlations for 5.
Scheme 1
Scheme 1. Proposed Biosynthetic Pathway to Thielavialides A–E (1–5) from Pestafolide A (6) Involving a Favorskii-Like Rearrangement and Radical Coupling
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References

    1. For Part 25 of Studies on Arid Lands Plants and Microorganisms, see:Xu Y.; Espinosa-Artiles P.; Liu M. X.; Arnold A. E.; Gunatilaka A. A. L. J. Nat. Prod. 2013, 76, 2330–2336. - PMC - PubMed
    1. Wilson D. Oikos 1995, 73, 274–276.
    1. Carroll G. C. Ecology 1988, 69, 2–9.
    1. Gunatilaka A. A. L. J. Nat. Prod. 2006, 69, 509–526. - PMC - PubMed
    2. Wang X.-N.; Bashyal B. P.; Wijeratne E. M. K.; U’Ren J. M.; Liu M. X.; Gunatilaka M. K.; Arnold A. E.; Gunatilaka A. A. L. J. Nat. Prod. 2011, 74, 2052–2061. - PMC - PubMed
    1. Xu Y.; Marron M. T.; Seddon E.; McLaughlin S. P.; Ray D. T.; Whitesell L.; Gunatilaka A. A. L. Bioorg. Med. Chem. 2009, 17, 2210–2214. - PubMed
    2. Xu Y.; Gao S.; Bunting D. P.; Gunatilaka A. A. L. Phytochemistry 2011, 72, 518–522. - PubMed

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