Structure of mustakone and copaene

Kapadia, V.H.; Nagasampagi, B. A.; Naik, V.G.; Dev, Sukh

doi:10.1016/s0040-4039(01)90945-1

Cited by 15 publications

(5 citation statements)

References 7 publications

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“…Effective baits for the PSHB, TSHB, and KSHB are two natural compounds initially unrelated to these beetles, alpha-copaene and quercivorol (Dodge et al, 2017;Kendra et al, 2017;Mendel et al, 2017). The alpha-copaene is a sesquiterpenoid that was isolated in 1914 from the neotropical tree Copaifera langsdorffii, (Kapadia et al, 1963); whereas quercivorol was identified as an aggregation pheromone component of the oak ambrosia beetle Platypus quercivorus (Kashiwagi et al, 2006). This apparent random accordance is still unexplained and the attraction to such different compounds suggests that predicting the attraction of PSHB to a certain tree species is still an unresolved challenge.…”

Section: Discussionmentioning

confidence: 99%

What Determines Host Range and Reproductive Performance of an Invasive Ambrosia Beetle Euwallacea fornicatus; Lessons From Israel and California

Mendel

Lynch

Eskalen

et al. 2021

Front. For. Glob. Change

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This study examined the polyphagous shot hole borer (PSHB) Euwallacea fornicatus (Coleoptera; Scolytinae) native to Southeast Asia and concentrated on its wide host range in two of the invaded areas, California and Israel. Among the 583 examined tree species, 55.9% were characterized as “non-reproductive hosts” and only 13.8% were characterized as “reproductive hosts,” suitable for the E. fornicatus reproduction. Families that included ≥20 species and genera with ≥10 were considered for further analysis. The highest percentage of tree species suitable for reproduction was obtained for Salicaceae and Sapindaceae, whereas the lowest percentage of tree species belonging to this category were within the Rosaceae, Myrtaceae, and Magnoliaceae. The genera Acer, Quercus and Acacia displayed the highest percentage within the “reproductive host” category, with the former significantly higher from all seven of the studied genera. We found that all Brachychiton and Erythrina were attacked and none of the examined 20 Eucalyptus spp. were suitable for E. fornicatus reproduction. The results suggest discordance between host tree phylogeny and susceptibility to the E. fornicatus, indicating that trait correlation of susceptibility of different tree species to the E. fornicatus are the results of convergent evolution and not of a common descent. A theoretical model, suggesting the different possibilities of potential tree species becoming attractive or non-attractive to E. fornicatus attack, is described. It is suggested that the beetle reproduction success rate over a wide host range, as well as the long list of species belonging to the “non-reproductive host” category, is the outcome of interactions between the beetle fungal symbiont, F. euwallaceae, and sapwood of the attacked tree. The model suggests that a tree selected by the E. fornicatus may fall in one of three groups, (i) those in which F. euwallaceae is unable to develop, (ii) those tree species that slow the development of the fungus, and (iii) those that enable F. euwallaceae to thrive. Hence, the host range suitable for beetle reproduction is determined by development of F. euwallaceae. In general, PSHB does not distinguish between host species of the “non-reproductive host” and “reproductive host” categories.

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Section: Discussionmentioning

confidence: 99%

What Determines Host Range and Reproductive Performance of an Invasive Ambrosia Beetle Euwallacea fornicatus; Lessons From Israel and California

Mendel

Lynch

Eskalen

et al. 2021

Front. For. Glob. Change

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“…Senic (631) found the oil to contain two new sesquiterpenes, cyperene-1 and cyperene-2. Kapadia et al (307) established the structure of muskatone and copaene isolated from the same oil.…”

Section: Official Compendiamentioning

confidence: 99%

Essential Oils and Related Products

Guenther¹,

Rogers²,

Gilbertson³

et al. 1965

Anal. Chem.

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This tenth of specifications from 224 to 245 as of January 1965. The natural products monographs added since the last revieware: No. 229 Oil cedarwood atlas 238 Oleoresin cloves 239 Oleoresin paprika 240 Oleoresin black pepper 241 Oleoresin mace 242 Oleoresin celery 243 Oleoresin ginger 244 Oleoresin capsicum 245 Oleoresin red pepper Specifications for the follow-ing aromatics were issued : No. 225 Linalyl acetate-synthetic 226 Linalool-synthetic 227 Citronellal 228 Methyl benzyl acetate 230 Ethyl heptoate 231 p-Cresyl phenyl acetate 232 p-Cresyl isobutyrate 233 Terpinyl propionate 234 Santalol 235 Decahydro beta naphthol 236 Ethyl salicylate 237 Benzyl isoeugenol Specifications for three essential oils and three aromatic chemicals were rewritten: No. 14 Oil citronella Java type 23 Oil patchouly 32 Oil spruce 21 Indole 27 Amyl salicylate 28 Benzyl acetate Specifications were revised for six essential oils and six aromatic chemicals under R-10 to R-13. No. 2 Oil bois de rose Brazilian 7 Oil lemongrass 49 Oil geranium reunion 50 Oil Siberian fir needle 137 Oil galbanum 215 Oil bitter almond ffpa 26 Aldehyde C-10 35 Dimethyl anthranilate 109 Aldehyde C-16 (so-called) 127 Cedryl acetate 203 Methyl cinnamic alcohol 211 Anisyl acetate New test procedures w-ere added to Notes for Specifications and Standards:l-ID-3 Gas Chromatographic Analysis.A determination based on ID-3 was added toNo. 16 Geranoil.The Analyst (157), compared drying agents for essential oils and found MgSCh to be superior.Individual Essential Oils. From Abies sibirica oil Porsch and Farnow (552) isolated tricyclene and established its structure. Sesquiterpenes from the same plant were identified by Chirkova and Pentegova (93).The oil of Achryocline satureioides was investigated by Ricciardi, Cassano, and Burgos (573) and some of its constituents were identified.The composition of agarwood oil was examined by Jain, Maheshwari, and Bhattacharyya (294), and Maheshwari et al. (391, 392) isolated and characterized several sesquiterpenic furans from the oil.Benzyl acetate and benzoate were found in the oil from Albizzia lebbeck flowers by Jain and Mishra (293).The properties of the oil of Alpinia galanga were ascertained by Trabaud (716) who identified several of its main constituents. Nigam and Radhakrishnan (483,484) reported quite different properties for an oil from the same

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“…Consequently, a preparative isolation from a different, previously reported natural source was pursued. Compound 2 was isolated and structurally elucidated initially from the volatile oil of Cyperus rotundus L., 7,8 an Indian nutgrass variety. Since C. rotundus plant material was not readily available in Germany, the volatile oil of a different Cyperus species, C. scariosus, was screened for mustakone (2).…”

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confidence: 99%

Fragrant Sesquiterpene Ketones as Trace Constituents in Frankincense Volatile Oil of Boswellia sacra

et al. 2016

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In a previous study, two highly potent yet unidentified odorants were detected that were present at trace levels in the volatile fraction of Boswellia sacra gum resin. These two compounds were isolated semipreparatively from the volatile oil by a sensory-guided fractionation process involving microscale bulb-to-bulb distillation, countercurrent chromatography, and preparative gas chromatography. In this manner, the two oxygenated sesquiterpenes could be identified as rotundone (1) and mustakone (2). Compound 2 is described for the first time as a potent odorant with a very low odor threshold.

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Structure of mustakone and copaene

Cited by 15 publications

References 7 publications

What Determines Host Range and Reproductive Performance of an Invasive Ambrosia Beetle Euwallacea fornicatus; Lessons From Israel and California

What Determines Host Range and Reproductive Performance of an Invasive Ambrosia Beetle Euwallacea fornicatus; Lessons From Israel and California

Essential Oils and Related Products

Fragrant Sesquiterpene Ketones as Trace Constituents in Frankincense Volatile Oil of Boswellia sacra

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