Varioxiranols A–G and 19-<i>O</i>-Methyl-22-methoxypre-shamixanthone, PKS and Hybrid PKS-Derived Metabolites from a Sponge-Associated <i>Emericella variecolor</i> Fungus

Chromatographic separation of the AcOEt extract of the fermented cultures of the deep‐sea‐derived fungus Graphostroma sp. resulted in the isolation of 11 new chained polyketides, namely graphostromols A–K (1–11). The structures of the new compounds were established by the extensive analyses of their NMR and HR‐ESI‐MS data. The absolute configuration at C‐11 in 1 was determined on the basis of the modified Mosher's method. Compounds 1–5, bearing a 2,2,10,10‐tetramethyldodecane skeleton, were discovered for the first time from nature. All isolates were evaluated for their cytotoxicities against five different cancer cell lines (HeLa, Eca‐109, Biu‐87, Bel‐7402, and PANC‐1). However, none showed positive effects.

Section: Resultsmentioning

confidence: 96%

Section: Introductionmentioning

confidence: 96%

Graphostromols A–K, Eleven New Chained Polyketides from the Deep‐Sea‐Derived Graphostroma sp

Niu

Xie

Xia

et al. 2019

“…The 1D-NMR afformed the signals of an aromatic nucleus (including two aromatic H-atoms and two phenolic OH groups), two triple methylenes (d(H) 2.78, 2.46), and an ester carbonyl, which accounted for the five degrees of unsaturation ( Table 3). The 1 H, 1 H-COSY correlations between CH 2 (8) and CH 2 (9), together with the HMBCs from CH 2 (7) to C(1)/C(2)/C(6)/C(9), HO-C(5) to C(4)/C(5)/C(6), and HO-C(3) to C(2)/C(3)/C(4) (Fig. 5) indicated the basic structure of 8, and the Cl-atom was located at C(6).…”

Section: Resultsmentioning

confidence: 99%

“…During our ongoing search for bioactive metabolites from marine sponges and fungal endophytes, a sponge‐derived fungus, H. sinuosae (WGCA‐25‐3A), attracted our attention for the AcOEt extract of the fungal culture exhibited cytotoxic activity. Previously, a number of new caryophyllene‐based sesquiterpenoids named punctaporonins H – M were isolated from the fermentation broth of this specimen .…”

Section: Introductionmentioning

confidence: 99%

New Resorcinol Derivatives from a Sponge‐Derived Fungus Hansfordia sinuosae

Liu

et al. 2017

Self Cite

Ten new resorcinol derivatives named hansfordiols A - J (1 - 10) were isolated from the fermentation broth of the sponge-derived fungus Hansfordia sinuosae. High resolution electron ionization mass spectrometry, FT-IR spectroscopy, and NMR techniques were used to elucidate the structures of these compounds, and the absolute configurations were established by the modified Mosher's method and their specific optical rotation. The structures of compounds 8 - 10 were featured with various chlorination at aromatic rings. Their antioxidant activities on ABTS, cytotoxicity on the HCT-8, Bel-7402, BGC-823, A549, and A2780 cell lines, and antibacterial activities were evaluated.

“…TJ23 was chemically re-investigated. This work gave rise to the isolation and characterization of two new compounds, asperetide (1) and asperanthone (4), and six known compounds, (S)-3butyl-7-methoxyphthalide (2), [10] ruguloxanthone C (3), [11] tajixanthone hydrate (5), [12] tajixanthone methanoate (6), [13] salimyxin B (7), [14] and ergosterol (8; Figure 1). [15] Herein, we described the isolation, structural determination, and biological activity evaluation of the isolates.…”

Section: Introductionmentioning

confidence: 99%

Polyketide and Prenylxanthone Derivatives from the Endophytic Fungus Aspergillus sp. TJ23

Qiao

Feng

et al. 2018

Eight secondary metabolites, including a new polyketide, named asperetide (1) and a new prenylxanthone derivative, called asperanthone (4), and six known compounds, (S)‐3‐butyl‐7‐methoxyphthalide (2), ruguloxanthone C (3), tajixanthone hydrate (5), tajixanthone methanoate (6), salimyxin B (7), and ergosterol (8), were isolated and identified from the medicinal plant‐derived fungus, Aspergillus sp. TJ23. The new structures and their absolute configurations were elucidated via multiple methods, including 1D‐ and 2D‐NMR, HR‐ESI‐MS, UV, IR, and the electronic circular dichroism (ECD) calculations. All of the isolates were characterized from the strain for the first time. The in vitro bioassay showed that compounds 3–5 and 8 exerted inhibitory activities against five cancer cell lines (B16, MDA‐MB‐231, 4T1, HepG2, and LLC) with IC50 values ranging from 5.13 to 36.8 μm.