Gas-liquid chromatographic quantification of solanesol in chlorophyll mutants of tobacco

Sheen, S. J.; Davis, Donald E.; DeJong, D. W.; Chaplin, J. F.

doi:10.1021/jf60215a050

Cited by 25 publications

(26 citation statements)

References 8 publications

(10 reference statements)

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“…Rowland and Latimer (1959) found that solanesol could bind to palmitic acid, linoleic acid, linolenic acid, myristic acid, and oleic acid, as well as ethyl acetate, caprylic acid, capric acid, and phytosterols (e.g., stigmasterol and b-sitosterol) (Stedman 1968). Sheen et al (1978) indicated that 68 % of solanesol in tobacco leaves existed in the bound state, whereas Court et al (1984) suggested that solanesol mainly existed in the free state. Moreover, Zhu et al (2006) found that the free solanesol content progressively increased, while the bound solanesol content gradually decreased in tobacco leaves over time after harvest.…”

Section: Existing Forms In Plantsmentioning

confidence: 99%

Solanesol: a review of its resources, derivatives, bioactivities, medicinal applications, and biosynthesis

et al. 2015

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Solanesol, which mainly accumulates in solanaceous crops, including tobacco, tomato, potato, eggplant, and pepper plants, is a long-chain polyisoprenoid alcohol compound with nine isoprene units. Chemical synthesis of solanesol is difficult; therefore, solanesol is primarily extracted from solanaceous crops, particularly tobacco leaves. In plants, solanesol exists in both free and esterified forms, and its accumulation is influenced by genetic and environmental factors. Solanesol is widely used in the pharmaceutical industry as an intermediate for the synthesis of ubiquinone drugs, such as coenzyme Q10 and vitamin K2. Solanesol possesses antibacterial, antifungal, antiviral, anticancer, anti-inflammatory, and anti-ulcer activities, and solanesol derivatives also have anti-oxidant and antitumour activities, in addition to other bioactivities. Solanesol derivatives can also be used for the treatment of cardiovascular disease, osteoporosis, acquired immune deficiency syndrome, and wound healing. Solanesol biosynthesis occurs in plastids of higher plants via the 2-C-methyl-D-erythritol-4-phosphate (MEP) pathway. The key enzymes in solanesol biosynthesis, including 1-deoxy-D-xylulose-5-phosphate synthase, 1-deoxy-D-xylulose-5-phosphate-reductoisomerase, isopentenyl pyrophosphate isomerase, and solanesyl diphosphate synthase, are also important regulators of the MEP pathway, and their overexpression is favourable for downstream metabolic flow, further promoting the synthesis of downstream metabolites, such as solanesol. Future studies should determine the pharmacokinetic properties of solanesol and its derivatives and investigate the metabolic pathways and regulatory mechanisms mediating solanesol biosynthesis, metabolic and genetic engineering of solanesol, the synthetic biology of solanesol, and the physiological role of solanesol. In the present review, we systematically summarise current knowledge on solanesol resources, derivatives, bioactivities and medicinal applications, metabolic pathways, and key biosynthetic enzymes.

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Section: Existing Forms In Plantsmentioning

confidence: 99%

Solanesol: a review of its resources, derivatives, bioactivities, medicinal applications, and biosynthesis

et al. 2015

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“…The solanesol content of tobacco leaves depends upon a number of factors including the type of tobacco, the stalk position, and the growing time of the plant. Several studies have been reported pertaining to these subjects [3][4][5][6]. The reported content of solanesol in tobacco leaves range from 0.3 to 3% of the dry weight of tobacco leaves [7][8][9].…”

Section: Introductionmentioning

confidence: 99%

“…Many analytical techniques including, thin-layer chromatography [10,11], gas chromatography [4,6,12], high-performance liquid chromatography [13][14][15][16][17][18], etc. have been developed to assay solanesol in tobacco leaves and tobacco smoke.…”

Section: Introductionmentioning

confidence: 99%

Rapid determination of total solanesol in tobacco leaf by ultrasound-assisted extraction with RP-HPLC and ESI-TOF/MS

Chen

Liu

et al. 2007

Journal of Pharmaceutical and Biomedical Analysis

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“…The hexane extracts were mixed and concentrated by rotary vacuum evaporator at 40°C. The pasty residue was saponified with 10% methanolic potassium hydroxide (50 ml) and then extracted with hexane, washed free of alkali, concentrated and again dried by rotary evaporation and it was eluted with 9:1 hexane: ethylacetate by column chromatography to get pure solanesol (Sheen et al, 1978). …”

Section: Extraction Of Solanesolmentioning

confidence: 99%

Formulation and evaluation of anti-inflammatory herbal gel containing isolated solanesol

Sridevi¹,

Vijayanand²,

Raju³

2017

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In the present study, we have made an attempt to formulate and evaluate an herbal gel containing solanesol. Solanesol was extracted from tobacco scrap and tested for its topical anti-inflammatory activity against carrageenan induced oedema. Carbopol-934 at 1% w/w concentration was used as gelling agent. The studies were conducted on male albino wistar rats (150-200 gm.). Change in oedema volume of the rat hind paw was measured. The anti-inflammatory effect produced after topical application of herbal gel formulation on carrageenan induced hind paw oedema exhibited a high degree of reproducibility. The initial physicochemical parameters of formulations, i.e., pH, viscosity, spreadability, extrudability and stability were also examined. The pH of all the formulations was near about 6.8, which lies in the normal pH range of the skin. Application of gel over rat skin did not produce any skin irritation, i.e., erythema and oedema for a month. The preparation was stable under normal storage conditions. The results of the study reveal the solanesol in the form of gel possess significant anti-inflammatory activity.

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Gas-liquid chromatographic quantification of solanesol in chlorophyll mutants of tobacco

Cited by 25 publications

References 8 publications

Solanesol: a review of its resources, derivatives, bioactivities, medicinal applications, and biosynthesis

Solanesol: a review of its resources, derivatives, bioactivities, medicinal applications, and biosynthesis

Rapid determination of total solanesol in tobacco leaf by ultrasound-assisted extraction with RP-HPLC and ESI-TOF/MS

Formulation and evaluation of anti-inflammatory herbal gel containing isolated solanesol

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