General Information of Natural Product (ID: NP1480)
  Natural Product Name
Graphislactone A
  Synonyms
Graphislactone A; 52179-44-9; 4,7-DIHYDROXY-3,9-DIMETHOXY-1-METHYLBENZO[C]CHROMEN-6-ONE; MEGxm0_000306; CHEMBL3962535; ACon0_001044; ACon1_000886; NCGC00169263-01; BRD-K65399106-001-01-4
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  Formula C16H14O6
  Weight 302.28
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C16H14O6/c1-7-4-11(21-3)14(18)15-12(7)9-5-8(20-2)6-10(17)13(9)16(19)22-15/h4-6,17-18H,1-3H3
  InChI Key SMKUDZVEVLDBSV-UHFFFAOYSA-N
  Isomeric SMILES CC1=CC(=C(C2=C1C3=C(C(=CC(=C3)OC)O)C(=O)O2)O)OC
  Canonical SMILES CC1=CC(=C(C2=C1C3=C(C(=CC(=C3)OC)O)C(=O)O2)O)OC
  External Links PubChem ID 11278036
CAS ID 52179-44-9
CHEMBL ID CHEMBL3962535
  NP Activity Charts   Click to show/hide

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Cephalosporium sp. IFB-E001
  Factor Name: Millet medium [1]
              Species Info Factor Info
               Experiment Detail
A total of 1626 cultivable endophytic fungal isolates were obtained from the surface-sterilized fresh tissues of apparently healthy wild vines of T. jasminoides after collection in November (2001), April, and June (2002) from the eastern suburbs of Nanjing, China. The culture liquor (20 ml) of the endophyte Cephalosporium sp. IFB-E001 was applied to solid-matrix steady fermentation using millet medium (millet 7.5 g, bran 7.5 g, yeast extract 0.5 g, FeSO4 0.01 g, tartrate sodium 0.1 g, glutamine sodium 0.1 g and pure corn oil 0.1 ml in tap water 15 ml per bottle). The fermentation, accomplished in a total of 420 bottles, was subsequently accomplished by standing for another 30 d at 28 ℃.
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               Factor Part Location NP Content
 
Millet medium (28℃ + 30 days)
Wild vines Nanjing, China
NP Content: 13 mg
      Species Name: Hyalodendriella sp. Ponipodef 12
  Factor Name: Rice Medium [2]
              Species Info Factor Info
               Experiment Detail
The endophytic fungus Hyalodendriella sp. Ponipodef12 (GenBank accession number HQ731647) was isolated from the healthy stems of the 'Neva' hybrid of Populus deltoides Marsh × P. nigra L.. The fungus was cultured on PDA (potato 200 g/L, dextrose 20 g/L and agar 20 g/L) medium in Petri dishes at 25 °C for 10 days. For seed culture, two to three plugs of agar medium (0.5 × 0.5 cm) with fungal cultures were inoculated in each 250-mL Erlenmeyer flask containing 100 mL potato dextrose broth (PDB) medium, and incubated on a rotary shaker at 150 rpm and 25 °C for 5 days. For fermentation culture, about 50 mycelium pellets were inoculated in each 1,000-mL Erlenmeyer flask containing 300 mL PDB medium, and incubated on a rotary shaker at 150 rpm and 25 °C for 20 days.
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               Factor Part Location NP Content
 
Rice Medium (25 degrees Celsius + 45Days)
healthy stems China
NP Content: 10 mg
      Species Name: Rhizopycnis sp. Nitaf22
  Factor Name: Rice Medium [3]
              Species Info Factor Info
               Experiment Detail
The endophytic fungus (strain Nitaf22) was isolated from the inner tissue of the healthy root of a three-year-old tobacco N. tabacum L. grown in the greenhouse of the campus at China Agricultural University (CAU) in July 2014. The fungus was cultured on PDA (potato dextrose agar) medium for 5 days at 25 °C, and then a slice of agar containing fungal hyphae was transferred to a 250 mL Erlenmeyer flask containing 150 mL of PDB (potato dextrose broth). The cultivation was performed in a rotatory shaker for another 7 days at 150 rpm and 25 °C to produce the seed culture, which was used to inoculate the autoclaved rice media in 1 L Erlenmeyer flasks each containing 100 g of rice and 110 mL of distilled water. The scale-up fermentation was carried out using a total of 4.5 kg of rice under static conditions at room temperature (RT) in the dark for 35 days.
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               Factor Part Location NP Content
 
Rice Medium (25 degrees Celsius + 35Days)
healthy root China Agricultural University, Beijing, China
NP Content: 1 mg
References
1 Characterization of graphislactone A as the antioxidant and free radical-scavenging substance from the culture of Cephalosporium sp. IFB-E001, an endophytic fungus in Trachelospermum jasminoides
2 Dibenzo-alpha-pyrones: a new class of larvicidal metabolites against Aedes aegypti from the endophytic fungus Hyalodendriella sp. Ponipodef12
3 Bioactive Dibenzo-alpha-pyrone Derivatives from the Endophytic Fungus Rhizopycnis vagum Nitaf22