A novel rearranged eudesmane sesquiterpene with a new 5/7 membered bicyclic-ring-system, jasomontanone, was isolated from Jasonia montana. Its structure was determined as (3aR*, 6R*, 8aR)-3a-(hydroxymethyl)-6-(2-hydroxy-propan-2-yl)-8a-methyl-octahydrazulen-4(5H)-one by analysis of spectroscopic data (IR, HR-MS, 1H and 13C NMR), including 2D NMR (1H-1H COSY, HMQC, HMBC and NOESY), chemical transformation, and biogenetic consideration.
Al-HowirinyTA, Al-RehailyAJ, PolsJR, PorterJR, MossaJS, AhmedB. (2005) Three new diterpenes and the biological activity of different extracts of Jasonia montana. Natural Product Research, 19, 253–256.
AhmedAA, MahmoudAA, WilliamsHJ, ScottAI, ReibenspiesJH, MabryTJ. (1993) New sesquiterpene α-methylene lactones from the Egyptian plant Jasonia candicans. Journal of Natural Products, 56, 1276–1280.
6.
HammerschmidtFJ, ClarkAM, SolimanFM, El-KashouryEA, Abd-El-KawyMM, El-FishawyAM. (1993) Chemical composition and antimicrobial activity of essential oils of Jasonia candicans and J. montana. Planta Medica, 59, 68–70.
7.
Sanchez-MartinezM, Villaescusa-CastilloL, BernabeM, Díaz-LanzaAM. (2000) Two new eudesmane alcohols from Jasonia glutinosa. Zeitschrift für Naturforschung, 55c, 693–696.
8.
Villaescusa-CastilloL, DíazAM, AnaM, FaureR, DebrauwerL, EliasR, BalansardG. (1995) Two sesquiterpenoids, lucinone and glutinone, from Jasonia glutinosa. Phytochemistry, 40, 1193–1195.
9.
AhmedAA, JakupovicJ. (1990) Sesqui- and monoterpenes from Jasonia montana. Phytochemistry, 29, 3658–3661.
10.
AhmedAA, MahmoudAA. (1998) Jasonol, a rare tricyclic eudesmane sesquiterpene and six other new sesquiterpenoids from Jasonia candicans. Tetrahedron, 54, 8141–8152.
11.
TeresaJP, BarreroAF, San FelicianoA, MedardeM. (1980) Eudesmane alcohols from Jasonia glutinosa Phytochemistry, 19, 2155–2157.
12.
De Pascual TeresaJ, BarreroAF, San FelicianoA, GrandeM, MedardeM. (1978) Composition of Jasonia. III. Kudtdiol, new sesquiterpene alcohol from Jasonia glutinosa D.C. Tetrahedron Letters, 43, 4141–4144.
13.
AhmedAA, JakupovicJ, EidF, AliAA (1988) 11-Hydroxyjasionone, A new sesquiterpene type from Jasonia montana. Phytochemistry, 27, 3857–3877.
14.
EidF, El-DahmyS, GuptaPK. (1987) Constituents from Jasonia montana and Allagopappus dichotoma. Die Pharmazie, 42, 423–424.
15.
AhmedB, Al-HowirinyTA, Al-RehailyA, MossaJS. (2004) Two germacrane sesquiterepenes and a bibenzopyrane from Jasonia montana. Journal of Saudi Chemical Society, 8, 105–114.
16.
AhmedAA, MahmoudAA, TanakaT, IinumaM. (1994) Two methylated flavonols from Jasonia candicans. Phytochemistry, 35, 241–243.
17.
BuckinghamJ. (1994) In Dictionary of Natural Products; Type of Compound Index & Species Index. Chapman & Hall: London, 7, 1xvii–1xxii.
18.
DewickPM. (1997) In Medicinal Natural Products; A Biosynthetic Approach. John Wiley & Sons, UK, 172–184.
19.
TorssellKBG. (1997) In Natural Product Chemistry; A mechanistic, biosynthetic and ecological approach, Kristianstads Boktryckeri AB: Sweden, Chapter 6, 266–275.
