Piperitenone oxide

The antimicrobial activity of piperitone oxide rich Mentha rotundifolia M. suaveolens) oil was investigated by Oumzil et al., who found it less significant than that of pulegone or piperitone rich oils. The biosynthesis of the two levorotatory diastereomers from (15,25)(+)-piperitenone oxide... 

Rotundifolone (= Piperitenone oxide) Mentha longifolia, M. rotmdifolia, M. spicata (Lamiaceae) OD-R... 

The majority of this work is confined to the synthesis of the epoxy derivatives of natural terpenes bearing an exocyclic double bond (see table overleaf). The stereochemical course of the reaction is governed by the factors discussed in Section 4.5.1.3.1. Umbellulone 1 was smoothly converted under typical Weitz-Scheffer conditions to a single epoxyumbellulone 233. (+)-Pulegone 3 gave a mixture of cis- and /ram-epoxides in a ratio 64.5 35.5, while piperitenone oxide 6 yielded piperitenone dioxide 7 as the sole product34,35. Epoxidation of pinocarvone 8... 

Epoxidation of (+)-Piperitenone Oxide with Alkaline Hydrogen Peroxide Typical Procedure34 ... 

In other study, it was proved that the same oil previously cited can be successfully complexed with pCD by the coprecipitation method using hydroethanolic medium with a 96% powder recovery. The product obtained was similar to the original Mentha x villosa oil with respect to the major volatile components. The retention of volatiles was approximately 78%, while the total volatile compounds in the original oil was 99%. From the detected compounds in the original oil, 13 are monoterpenes, 10 are sesquiterpenes, 1 is ester, 1 is phenylpropanoid, and 3 were not identified. The major component of the oil is piperitenone oxide and its degree of complexation was 72%. Twelve compounds were totally complexed, 11 compounds were partially complexed, and 5 compounds were not complexed. It is supposed that 3 were only adsorbed on the pCD surface and 2 were absent. The calculated complexation efficiency was 13.6% (Martins et al., 2007). 

Regulatory FDA 21CFR 172.515 FEMA GRAS Piperitenone oxide CAS 35178-55-3... 

Piperitenone Piperitenone oxide d-Piperitone Piperonyl acetate Piperonyl isobutyrate... 

Phenyl 3-propyl crotonate 3-Phenyl propyl hexanoate 3-Phenyl propyl isovalerate Pine (Pinus palustris) oil Piperitenone oxide Prenyl caproate Prenyl heptanoate Prenyl isobutyrate Propiophenone Propyl caprate Propyl crotonate Propyl formate Propyl heptanoate Propyl hexanoate Propyl isobutyrate... 

Phytochemistry Aboveground parts contain essential oil with menthol, menthone, carvacrol, and pulegone (Khalmatov 1964 Gulluce et al. 2007). Thirty-seven componnds were characterized representing 97 % of the total components detected. The major constituents of the oil were trans-piperitone oxide (64.51 %) and piperitenone oxide (12.34 % Baser et al. 1997a). The seeds contain a variety of different fatty acids (Gusakova et al. 1976). 

Civitelli, L., Panella, S., Marcocci, M. E., De Petris, A., Garzoli, S., Pepi, F. et al. (2014). Invitro inhibition of herpes simplex virus type 1 replication by Mentha suaveolens essential oil and its main component piperitenone oxide. Phvtomedicine 21. 857-865. doi 10.1016/j.phymed.2014.01.013. 

Linalool, linalyl acetate, fenchone, camphor Trans-calamenene, 5-cadinene, P-caryophyllene, leptospermone Piperitenone oxide, limonene, tltymol, carvacrol, p-cymene, P-caryophyllene, and y-terpinene... 

Lippia sp. Verbenaceae Piperitenone oxide, limonene Nematicide Duschatzky et al. (2004)... 

Piperinic acid, T1 Piperitenone oxide, T4 Piperitols, T4 Piperitone, T2 Piperitone oxide, T4 Pipitzols, T1 Pisatin, Y3 Piscidic acid, A30 Plathyterpol, T39 Platicodigenin, T45 Platydesmine, K31 Platynecine, K22 Plicatic acid, Y7 Plinols, T3 Plumericin, T16 Plumieride, T16 Pluviine, K6 Podocarpic acid, T33 Podolactones, T38 Polyether antibiotics, Yll Polyporenic acid A, T50 Ponasterone, T48 Porantherine, K29 Porphyrins, Y23 Portentol, Y15 Portulal T40 Preisocalamendiol, T22 Pretoxin, T31 Pristimerin, T45 Pristimerol, T45 Proaporphine alkaloids, K3 Proline, All Prolinol, A17 Pronuciferine, K3 19-propylthevinol, K4 Prostaglandins, Y16 Protoaphins, YIO Protoemetine, K2 Protostanes, T50... 

Piperinic acid, T1 Piperitenone oxide, T4 Piperitols, T4 Piperitone, T2 Piperitone oxide, T4 Pipitzols, T1 Piptamine, K6 ... 

Camphorquinone, T12.8 3-Acetoxycyclooctyne, X2.6 Nepetalactone, T14.9 Isonepetalactone, T14.10 Cinerolone, T17.4 2-Ethoxy-2-phenylethanol, A22.10 Piperitenone oxide, T4.3 Neonepetalactone, T14.7... 

A. K. Tripathi et al. Piperitenone oxide as toxic, repellent, and reproduction retardant toward malarial vector Arwpheles stephensi (Diptera Anophelinae). J Med Entomol, 41, 691, 2004. 

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