Aurantiomide

Aurantiomides are quinazoline alkaloids isolated from the fungus Penicillium aurantiogriseum.[1] Aurantiomide is contained in the traditional Chinese medicine LeZhe.[2]

Aurantiomide
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • A: InChI=1S/C19H24N4O4/c1-11(2)10-19(27-3)18-21-13-7-5-4-6-12(13)17(26)23(18)14(16(25)22-19)8-9-15(20)24/h4-7,11,14H,8-10H2,1-3H3,(H2,20,24)(H,22,25)/t14-,19+/m0/s1
    Key: YQGOVBHFRUCFDP-IFXJQAMLSA-N
  • B: InChI=1S/C18H22N4O4/c1-10(2)9-18(26)17-20-12-6-4-3-5-11(12)16(25)22(17)13(15(24)21-18)7-8-14(19)23/h3-6,10,13,26H,7-9H2,1-2H3,(H2,19,23)(H,21,24)/t13-,18+/m0/s1
    Key: VZHFOIYILDANRZ-SCLBCKFNSA-N
  • C: InChI=1S/C18H20N4O3/c1-10(2)9-13-16-20-12-6-4-3-5-11(12)18(25)22(16)14(17(24)21-13)7-8-15(19)23/h3-6,9-10,14H,7-8H2,1-2H3,(H2,19,23)(H,21,24)/b13-9-/t14-/m0/s1
    Key: UKYRPVOCKVERNT-XXYUJHKVSA-N
  • A: CC(C)C[C@]1(c2nc3ccccc3c(=O)n2[C@H](C(=O)N1)CCC(=O)N)OC
  • B: CC(C)C[C@]1(c2nc3ccccc3c(=O)n2[C@H](C(=O)N1)CCC(=O)N)O
  • C: CC(C)/C=C\1/C2=NC3=CC=CC=C3C(=O)N2[C@H](C(=O)N1)CCC(=O)N
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Xin, Zhi Hong; Fang, Yuchun; Du, Lin; Zhu, Tianjiao; Duan, Lin; Chen, Juan; Gu, Qian-Qun; Zhu, Wei-Ming (2007). "Aurantiomides A−C, Quinazoline Alkaloids from the Sponge-Derived Fungus Penicillium aurantiogriseum SP0-19". Journal of Natural Products. 70 (5): 853–855. doi:10.1021/np060516h. ISSN 0163-3864. PMID 17455978.
  2. Melrose, James; Smith, Margaret M. (9 October 2022). "Natural and Semi-Synthetic Flavonoid Anti-SARS-CoV-2 Agents for the Treatment of Long COVID-19 Disease and Neurodegenerative Disorders of Cognitive Decline". Frontiers in Bioscience-Elite. 14 (4): 27. doi:10.31083/j.fbe1404027.


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