Structural relationships between tricyclic sesquiterpenes in oils of vetiver

Volatile constituents of vetiver: a review

“…[58] Such situations produced several different synonyms that could be attributed to a single compound, as in the case of khusimol (77), which was also described as 'tricyclovetivenol' [59][60][61] and 'khusenol' [62] until Nigam demonstrated that all these names referred to the same unique structure. [63] A similar example is found with ziza-6(13)-ene (62), [64] tricyclovetivene, [65,66] khusene [56] and khusimene. [67] For the purpose of clarifying these data, Andersen [7] and Nigam [62,63] proposed a revision of the nomenclature of some compounds in order to maintain a unique identity for them.…”

“…A similar example is found with ziza‐6(13)‐ene ( 62 ), tricyclovetivene, khusene and khusimene . For the purpose of clarifying these data, Andersen and Nigam proposed a revision of the nomenclature of some compounds in order to maintain a unique identity for them. Despite these initiatives, old synonyms still sometimes appear, even in recent publications, and contribute in maintaining uncertainties in the chemical composition of vetiver.…”

“…A typical example is provided by zizanoic acid ( 87 ): initially it was identified as ‘khusenic acid’ in Khus oil and subsequently in Japanese VEO by Kido, who named it ‘zizanoic acid’ . Such situations produced several different synonyms that could be attributed to a single compound, as in the case of khusimol ( 77 ), which was also described as ‘tricyclovetivenol’ and ‘khusenol’ until Nigam demonstrated that all these names referred to the same unique structure . A similar example is found with ziza‐6(13)‐ene ( 62 ), tricyclovetivene, khusene and khusimene .…”

“…222 No assignment GC × GC-MS [80] 60 236 No assignment GC-MS [64] Also identified as its MeO equivalent by 1 H-NMR, 13 C-NMR, GC-MS and HRMS [69] MW, molecular weight; CAS, Chemical Abstracts Service; RN, registry number. No assignment GC-MS, [124] 1 H-NMR, [124] 13 C-NMR [124] 62 204 18444-94-5 GC-MS, [1,26,30,31,64,67,76,77,79,82,84,94] GC × GC-MS, [25,80] GC/FTIR, [76] IR, [7,63,66,67,94] 1 H-NMR, [7,66,67,94] 13 C-NMR S, [7,63,66,67,92,94] TS [125] 63 204 31145-21-8 GC-MS, [1,26,30,31,64,76,77,79,115] GC × GC-MS, [25,…”

Essential Oils and Their Constituents. Isolation of Aromatic Sesquiterpenes from Reunion Vetiver Oil

“…Several sesquiterpene hydrocarbons possessing mono-, bi-, and tricyclic structures have been isolated from oil of vetiver (1)(2)(3)(4)(5)(6)(7). The present communication describes, for the first time, the isolation of aromatic sesquiterpene hydrocarbons from Reunion vetiver oil.…”