Two novel meroterpenoids, alliisativins A and B (1, 2) were discovered through a genome-based exploration of the biosynthetic gene clusters deep-sea-derived fungus Penicillium allii-sativi MCCC entry 3A00580. Extensive spectroscopic analysis, quantum calculations, chemical derivatization, biogenetic considerations utilized to establish their structures. Alliisativins possess unique carbon skeleton featuring drimane sesquiterpene with highly oxidized polyketide. Noteworthily, alliisativin (1)...

Epstein–Barr virus (EBV) is a member of the γ-herpes subfamily and has been implicated in pathogenesis several human malignancies. Bioassay-guided fractionation was conducted on an EtOAc-soluble extract roots Saururus chinensis monitored using EBV lytic replication assay. This led to isolation 19 new (1–19) nine known (20–28) lignans. The absolute configurations lignans were established by Mosher's ester, ECD, computational methods. Eight lignans, including three sesquineolignans (19, 23,...

Two new nor‐rubrofusarin derivatives (trichsimins A and B, 1 2) one chromone derivative (trichsimin C, 5) were isolated from the deep‐sea‐derived Trichoderma simmonsii ZEN3 along with 20 known compounds (3, 4, 6−23). The structures of established by detailed analyses NMR, HRESIMS, ORD data. Nafuredin (14) exhibited potent inhibition against RSL3 induced ferroptosis EC50 value 5.54 μM.

Seven new (1-7) and six known (8-13) statin derivatives were obtained from the deep-sea-derived fungus Penicillium viridicatum MCCC 3A00265. The structures assigned to compounds based on a comprehensive analysis of spectroscopic data, with absolute configurations established by Mosher biogenetic consideration. Most (1-5 7) share an octohydronaphthalene backbone, except that viridecalin F (6) possesses uncommon naphthalene core. Viridecalins C (3) two 9 11 exhibit considerable ability in...

A rare tri‐nor‐non‐paspaline indole diterpenoid (penpaxin A, 1), a new 1,3‐dioxolane derivative B, 9), and 19 known compounds (2−8 10−21), were isolated from the deep‐sea‐derived Penicillium paxilli MCCC 3A01133. The structures of established by detailed analyses NMR, HRESIMS, ORD data. 3‐Deoxo‐4b‐deoxypaxilline (5) paspaline (7) exhibited potent inhibition on RSL3 induced ferroptosis with EC50 values 2.88 0.21 μM, respectively.

Bioassay-guided fractionation was conducted on an EtOAc-soluble extract of the whole plants Scutellaria barbata, monitored by inhibition Epstein–Barr virus (EBV) lytic replication. Twenty-six neo-clerodane diterpenoids were isolated, which 13 are new (1–13, scutolides A–L) and previously known (14–26). The structures 1–13 elucidated analysis their NMR MS spectroscopic data. Furthermore, configurations compounds 1 11 confirmed single-crystal X-ray diffraction. All isolated evaluated for...

Four new 3,5-diarylpyrazole analogues (1–4) were isolated from an extract of the flowers Chrysanthemun indicum using a combination ammonolysis total flavonoid and Aβ aggregation inhibitory activity guided purification procedure. All four compounds showed moderate to potent against with EC50 values 4.3, 15.8, 1.3, 2.9 μM, respectively. Moreover, compound 3 low cytotoxicity significant neuroprotective Aβ-induced in SH-SY5Y cell line. This report is first show that can inhibit exhibit potential...

Chemical investigation of the deep-sea-derived fungus Rhizopus sp. W23 resulted in identification six new (1-3, 6, 8, 9) and 12 known (4, 5, 10-19) cyclocitrinol analogues, together with one handling artifact (7), all featuring an unusual 7/7/6/5-tetracyclic scaffold bicyclo[4.4.1] A/B rings. Norcyclocitrinoic acids A B (1, 2) represent second occurrence 24,25-bisnor cyclocitrinols. Structures were assigned to steroids on basis extensive spectroscopic analysis X-ray crystallography. Compound...

Chemical analysis of cultures a Queensland mud dauber wasp nest-derived fungus, Talaromyces sp. CMB-MW102, yielded the known dimeric oxaphenalenone duclauxin (1) along with family new 1-deoxy-d-glucosamine adducts, glyclauxins A–E (2–6). Despite 1D NMR spectra 2–6 being compromised by broadening selected resonances, structures inclusive absolute configuration were assigned on basis detailed spectroscopic and biogenetic considerations, as well biomimetic semisynthesis chemical...

A bioassay-guided chemical investigation of a bacterium,

A systematic chemical investigation of the deep-sea-derived fungus Aspergillus versicolor 170217 resulted in isolation six new (1-6) and 45 known (7-51) compounds. The structures compounds were established on basis exhaustive analysis their spectroscopic data theoretical-statistical approaches including GIAO-NMR, TDDFT-ECD/ORD calculations, DP4+ probability analysis, biogenetic consideration. Citriquinolinones (1) B (2) feature a unique isoquinolinone-embedded citrinin scaffold, representing...

Chrysanolide A, a novel guaianolide-type sesquiterpenoid trimer (3), along with its biogenetically related monomer (Chrysanolide B, 1) and dimer C, 2), were simultaneously isolated from Chrysanthemum indicum L flowers. Their structures absolute configurations elucidated via spectroscopic computational methods. All compounds evaluated for their anti-HBV activities.

Chemical investigation of the deep-sea-derived fungus Hypocrea sp. ZEN14 afforded a new 3α-hydroxy steroidal lactone, hyposterolactone A (1) and 25 known secondary metabolites (2-26). The structure compound was established by detailed spectroscopic analysis, electronic circular dichroism (ECD) calculation as well J-based configuration analysis. Compound 10 showed potent cytotoxicity against Huh7 Jurkat cells with IC50 values 1.4 μM 6.7 μM, respectively.

Comprehensive Summary A chemical investigation of the deep‐sea‐derived fungus Penicillium allii‐sativi MCCC 3A00580 resulted in discovery four new meroterpenoids ( 1 — 4 ) and one related known co‐metabolite 5 ). These showcase unique carbon skeletons featuring a common drimane sesquiterpene part with highly diverse polyketide units. Particularly, compound incorporates salicylic acid moiety while 2 possesses rare peroxide bridge part. The structures compounds were assigned by extensive...

New quinazolinone nitriles featuring an unusual nitrile group were isolated from the deep-sea-derived Penicillium viridicatum MCCC 3A00265, exhibiting potent activity in reactivating mutant p53 protein.

Using a molecular networking guided strategy, chemical analysis of the Australian mullet fish gastrointestinal tract-derived fungus Amauroascus sp. CMB-F713 yielded family polyketide pyrones, amaurones A–I (1–9), featuring an unprecedented carbon skeleton. Structures were assigned to 1–9 by detailed spectroscopic (including X-ray 1), biosynthetic considerations, and interconversions. For example, orthoacetate 5 was unstable when stored dry at room temperature, transforming monoacetates 2 3,...

Chemical investigations into solid phase cultivations of an Australian sheep station pasture plant derived Streptomyces sp. CMB-PB042 yielded the rare enamine naphthopyranoquinones BE-54238A (1) and BE-54238B (2), together with four new analogues, glenthenamines B–D (4–6) F (8), two handling artifacts, A (3) E (7). Single-crystal X-ray analyses 1 2 resolved configurational ambiguities in scientific literature, while detailed spectroscopic analysis biosynthetic considerations assigned...

A systematic investigation combined with a Global Natural Products Social (GNPS) molecular networking approach, was conducted on the metabolites of deep-sea-derived fungus Samsoniella hepiali W7, leading to isolation three new fusaric acid derivatives, hepialiamides A-C (1-3) and one novel hybrid polyketide hepialide (4), together 18 known miscellaneous compounds (5-22). The structures were elucidated through detailed spectroscopic analysis. as well TD-DFT-based ECD calculation. All isolates...

A brown rice cultivation of Aspergillus sp. CMB-MRF324 yielded six new meroterpenes, millmerranones A–F (1–6), and four known analogues, terreulactones A–D (7–10). Millmerranone (1) possesses a unique carbon skeleton bearing rare cyclic carbonate undergoes an unprecedented base mediated rearrangement to seco-millmerranone (1a). We also report on unexpected 7 7a/b; plausible biosynthetic relationship linking 1, 7, 9; acetylcholinesterase inhibitory properties (IC50 37 nM >30 μM).