Chemistry:Hericenone

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Short description: Class of chemical compounds

thumb|Hericenone C-H Hericenones is a class of benzaldehydes that are isolates of the fruiting body of Hericium erinaceum (lion's mane mushroom) that promote nerve growth factor synthesis in vitro.[1] [2]

Hericenones

Hericenones
Name IUPAC name Reference
Hericenone A 5-[(2E)-3,7-dimethyl-5-oxoocta-2,6-dienyl]-4-hydroxy-6-methoxy-3H-2-benzofuran-1-one[3] [4]
Hericenone B 6-[(2Z)-3,7-dimethyl-5-oxoocta-2,6-dienyl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-3H-isoindol-1-one[5] [4]
Hericenone C [4-[(2E)-3,7-dimethyl-5-oxoocta-2,6-dienyl]-2-formyl-3-hydroxy-5-methoxyphenyl]methyl hexadecanoate[6] [7]
Hericenone D [4-[(2E)-3,7-dimethyl-5-oxoocta-2,6-dienyl]-2-formyl-3-hydroxy-5-methoxyphenyl]methyl octadecanoate[8] [7]
Hericenone E [4-[(2E)-3,7-dimethyl-5-oxoocta-2,6-dienyl]-2-formyl-3-hydroxy-5-methoxyphenyl]methyl (9E,12E)-octadeca-9,12-dienoate [7]
Hericenone F [8-formyl-5-methoxy-2-methyl-2-(4-methyl-2-oxopent-3-enyl)-3,4-dihydrochromen-7-yl]methyl hexadecanoate[9] [10]
Hericenone G [8-formyl-5-methoxy-2-methyl-2-(4-methyl-2-oxopent-3-enyl)-3,4-dihydrochromen-7-yl]methyl octadecanoate[11] [10]
Hericenone H [8-formyl-5-methoxy-2-methyl-2-(4-methyl-2-oxopent-3-enyl)-3,4-dihydrochromen-7-yl]methyl (9E,12E)-octadeca-9,12-dienoate[12] [10]
Hericenone I
Hericenone J 6-[(2E)-3,7-dimethylocta-2,6-dienyl]-7-hydroxy-5-methoxy-3H-2-benzofuran-1-one[13]
Hericenone K 2-(4-hydroxy-4-methyl-2-oxopentyl)-5-methoxy-2-methyl-4,7-dihydro-3H-furo[3,4-h]chromen-9-one[14]

References

  1. Kawagishi, Hirokazu; Ando, Motoharu; Shinba, Kayoko; Sakamoto, Hideki; Yoshida, Satoshi; Ojima, Fumihiro; Ishiguro, Yukio; Ukai, Nobuo et al. (1992). "Chromans, hericenones F, G and H from the mushroom Hericium erinaceum". Phytochemistry 32: 175–178. doi:10.1016/0031-9422(92)80127-Z. 
  2. Ma, B-J; Shen, J-W; Yu, H-Y; Ruan, Yuan; Wu, T-T; Zhao, X (Jun 2010). "Hericenones and erinacines: stimulators of nerve growth factor (NGF) biosynthesis in Hericium erinaceus". Mycology 1 (2): 92–98. doi:10.1080/21501201003735556. 
  3. "Hericenone A". https://pubchem.ncbi.nlm.nih.gov/compound/11782478. 
  4. 4.0 4.1 "Hericenone A and B as cytotoxic principles from the mushroom hericium erinaceum". Tetrahedron Letters 31 (3): 373–376. 1990-01-01. doi:10.1016/S0040-4039(00)94558-1. ISSN 0040-4039. https://www.sciencedirect.com/science/article/abs/pii/S0040403900945581. Retrieved 2021-04-11. 
  5. "Hericenone B". https://pubchem.ncbi.nlm.nih.gov/compound/131752008. 
  6. "Hericenone C". https://pubchem.ncbi.nlm.nih.gov/compound/15658905. 
  7. 7.0 7.1 7.2 Kawagishi, Hirokazu; Ando, Motoharu; Sakamoto, Hideki; Yoshida, Satoshi; Ojima, Fumihiro; Ishiguro, Yukio; Ukai, Nobuo; Furukawa, Shoei (1991-01-01). "Hericenones C, D and E, stimulators of nerve growth factor (NGF)-synthesis, from the mushroom Hericium erinaceum". Tetrahedron Letters 32 (35): 4561–4564. doi:10.1016/0040-4039(91)80039-9. ISSN 0040-4039. https://www.sciencedirect.com/science/article/abs/pii/0040403991800399. Retrieved 2021-04-11. 
  8. "Hericenone D". https://pubchem.ncbi.nlm.nih.gov/compound/15658906. 
  9. "Hericenone F". https://pubchem.ncbi.nlm.nih.gov/compound/11757751. 
  10. 10.0 10.1 10.2 Kawagishi, Hirokazu; Ando, Motoharu; Shinba, Kayoko; Sakamoto, Hideki; Yoshida, Satoshi; Ojima, Fumihiro; Ishiguro, Yukio; Ukai, Nobuo et al. (1992-12-23). "Chromans, hericenones F, G and H from the mushroom Hericium erinaceum". Phytochemistry 32 (1): 175–178. doi:10.1016/0031-9422(92)80127-Z. ISSN 0031-9422. https://www.sciencedirect.com/science/article/abs/pii/003194229280127Z. Retrieved 2021-04-11. 
  11. "Hericenone G". https://pubchem.ncbi.nlm.nih.gov/compound/10348545. 
  12. "Hericenone H". https://pubchem.ncbi.nlm.nih.gov/compound/10416073. 
  13. "Hericenone J". https://pubchem.ncbi.nlm.nih.gov/compound/44588895. 
  14. "Hericenone K". https://pubchem.ncbi.nlm.nih.gov/compound/139588491.