Solanesol: a review of its resources, derivatives, bioactivities, medicinal applications, and biosynthesis
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  • 作者:Ning Yan ; Yanhua Liu ; Daping Gong ; Yongmei Du ; Huaibao Zhang…
  • 关键词:Bioactivities ; Biosynthesis ; Derivatives ; Medicinal application ; Resources ; Solanesol
  • 刊名:Phytochemistry Reviews
  • 出版年:2015
  • 出版时间:June 2015
  • 年:2015
  • 卷:14
  • 期:3
  • 页码:403-417
  • 全文大小:962 KB
  • 参考文献:Abdin AA, Homouda HE (2008) Mechanism of the neuroprotective role of coenzyme Q10 with or without L-dopa in rotenone-induced parkinsonism. Neuropharmacology 55:1340鈥?346PubMed
    Alleti R, Rao V, Xu L, Gillies RJ, Mash EA (2010) A Solanesol-derived scaffold for multimerization of bioactive peptides. J Org Chem 75:5895鈥?903PubMed Central PubMed
    Athiyaman BP, Sankaranarayanan M (2014) Modeling of process parameters for enhanced production of coenzyme Q10 from Rhodotorula glutinis. Prep Biochem Biotechnol 45:398鈥?10
    Bai Q, Yu J, Li M, Bai R, Katsumada G, Katsumada M, Chen XS (2014) Antioxidant function of solanesol and its inhibitory effect on tyrosinase. J Biomed Eng 31:833鈥?36
    Bajda A, Konopka-Postupolska D, Krzymowska M, Hennig J, Skorupinska-Tudek K, Surmacz L, Wojcik J, Matysiak Z, Chojnacki T, Skorzynska-Polit E, Drazkiewicz M, Patrzylas P, Tomaszewska M, Kania M, Swist M, Danikiewicz W, Piotrowska W, Swiezewska E (2009) Role of polyisoprenoids in tobacco resistance against biotic stresses. Physiol Plant 135:351鈥?64PubMed
    Bentinger M, Tekle M, Dallner G (2010) Coenzyme Q鈥揵iosynthesis and functions. Biochem Biophys Res Commun 396:74鈥?9PubMed
    Block A, Fristedt R, Rogers S, Kumar J, Barnes B, Barnes J, Elowsky CG, Wamboldt Y, Mackenzie SA, Redding K, Merchant SS, Basset GJ (2013) Functional modeling identifies paralogous solanesyl-diphosphate synthases that assemble the side chain of plastoquinone-9 in plastids. J Biol Chem 288:27594鈥?7606PubMed Central PubMed
    Borekova M, Hojerkova J, Koprda V, Bauerova K (2008) Nourishing and health benefits of coenzyme Q10鈥攁 review. Czech J Food Sci 26:229鈥?41
    Bouvier F, Rahier A, Camara B (2005) Biogenesis, molecular regulation, and function of plant isoprenoids. Prog Lipid Res 44:357鈥?29PubMed
    Burton HR, Leggett E, Philips RE (1989) Factors influencing the concentration of solanesol in burley tobacco. Beit Z Tabakforsch 14:313鈥?20
    Carretero-Paulet L, Ahumada I, Cunillera N, Rodr铆guez-Concepci贸n M, Ferrer A, Boronat A, Campos N (2002) Expression and molecular analysis of the Arabidopsis DXR gene encoding 1-deoxy-d -xylulose 5-phosphate reductoisomerase, the first committed enzyme of the 2-C-methyl-d -erythritol 4-phosphate pathway. Plant Physiol 129:1581鈥?591PubMed Central PubMed
    Chen AG, Shen GM, Liang XF, Liu GL, Pei J, Li F, Lv SF, Wang WJ, Yue YX, Wang XW (2007a) Research advances and progress of solanesol. Chin Tob Sci 28:44鈥?8
    Chen HB, Zhang J, Yu HX, Hu QL (2007b) In vitro study on the antibacterial of a medicinal intermediate, solanesol. Qilu Pharm Aff 26:558鈥?59
    Choi JH, Ryu YW, Seo JH (2005) Biotechnological production and applications of coenzyme Q10. Appl Microbiol Biotechnol 68:9鈥?5PubMed
    Corinne PC, Adam MB, Vincent JJM (2007) Current prospects for the production of coenzyme Q10 in microbes. Trends Biotechnol 25:514鈥?21
    Court WA, Elliot JM, Hendel JG (1984) Influence of applied nitrogen fertilization on certain lipids, terpenes, and other characteristics of flue-cured tobacco. Tob Sci 28:69鈥?2
    David DL, Nielsen MT (2003) Tobacco鈥攑roduction, chemistry and technology. China Chemical Industry Press, Beijing
    Ellington JJ, Schlotzhauer PF, Schepartz AI (1978) Lipid distribution in flue-cured tobacco plants. J Agri Food Chem 26:407鈥?10
    Enokida H, Gotanda T, Oku S, Imazono Y, Kubo H, Hanada T, Suzuki S, Inomata K, Kishiye T, Tahara Y, Nishiyama K, Nakagawa M (2002) Reversal of P-glycoprotein-mediated paclitaxel resistance by new synthetic isoprenoids in human bladder cancer cell line. Cancer Sci 93:1037鈥?046
    Est茅vez JM, Cantero A, Reindl A, Reichler S, Le贸n P (2001) 1-deoxy-d -xylulose-5-phosphate synthase, a limiting enzyme for plastidic isoprenoid biosynthesis in plants. J Biol Chem 276:22901鈥?2909PubMed
    Fukusaki E, Takeno S, Bamba T, Okumoto H, Katto H, Kajiyami S, Kobayashi A (2004) Biosynthetic pathway for the C45 polyprenol, solanesol, in tobacco. Biosci Biotechnol Biochem 68:1988鈥?990PubMed
    Gao M, Yang L, Zu YG (2007) HPLC determination of solanesol in waste of Solanaceae plants. Part B Chem Anal 43:454鈥?56
    Gao YX, Zhou XJ, Wang FX, Zhang H (2011) Interaction between solanesol and bovine serum albumin. Chem Ind For Prod 31:60鈥?4
    Goldstein JL, Brown MS (1990) Regulation of the mevalonate pathway. Nature 343:425鈥?30PubMed
    Guo Y, Ni JR, Huang W (2008) Comparison on bioactivities of solanesol extracted from tobacco leaves by different methods. J Anhui Agric Sci 36:6356鈥?359
    Hans J, Hause B, Strack D, Walter MH (2004) Cloning, characterization, and immunolocalization of a mycorrhiza-inducible 1-deoxy-d-xylulose 5-phosphate reductoisomerase in arbuscule-containing cells of maize. Plant Physiol 134:614鈥?24PubMed Central PubMed
    Hasunuma T, Takeno S, Hayashi S, Okumoto H, Katto H, Kajiyami S, Kobayashi A (2008) Overexpression of 1-deoxy-Dxylulose-5-phosphate reductoisomerase gene in chloroplast contributes to increment of isoprenoid production. J Biosci Bioeng 105:518鈥?26PubMed
    Hirooka K, Bamba T, Fukusaki E, Kobayashi A (2003) Cloning and kinetic characterization of Arabidopsis thaliana solanesyl-diphosphate synthase. Biochem J 370:679鈥?86PubMed Central PubMed
    Hodgson JM, Watts GF, Playford DA, Burke V, Croft KD (2002) Coenzyme Q10 improves blood pressure and glycaemic control: a controlled trial in subjects with type 2 diabetes. Eur J Clin Nutr 56:1137鈥?142PubMed
    Hsieh FL, Chang TH, Ko TP, Wang AH (2011) Structure and mechanism of an Arabidopsis medium/long-chain-length prenyl pyrophosphate synthase. Plant Physiol 155:1079鈥?090PubMed Central PubMed
    Hu JW, Wang L (2011) The research progress of vitamin K2 for the prevention and treatment of osteoporosis. Chin J Osteopores 17:1112鈥?114
    Hu JY, Liang Y, Xie Y, Huang ZF, Zhong HZ (2007) Study on solanesol content in every section of tobacco by high performance liquid chromatography. Chin J Anal Lab 26:106鈥?08
    Jones MO, Perez-Fons L, Robertson FP, Bramley PM, Fraser PD (2013) Functional characterization of long-chain prenyl diphosphate synthases from tomato. Biochem J 449:729鈥?40PubMed
    Jun L, Saiki R, Tatsumi K, Nakagawa T, Kawamukai M (2004) Identification and subcellular localization of two solanesyl diphosphate synthases from Arabidopsis thaliana. Plant Cell Physiol 45:1882鈥?888PubMed
    Kajiwara S, Fraser PD, Kondo K, Misawa N (1997) Expression of an exogenous isopentenyl diphosphate isomerase gene enhances isoprenoid biosynthesis in Escherichia coli. Biochem J 324:421鈥?26PubMed Central PubMed
    Khidyrova NK, Shakhidoyatov KM (2002) Plant polyprenols and their biological activity. Chem Nat Compd 38:107鈥?21
    Kotipalli KP, Rao NCV, Raj K (2008) Estimation of solanesol in tobacco and nontobacco plants from Solanaceae family. J Med Arom Plant Sci 30:65鈥?8
    Lange M, Ghassemian M (2003) Genome organization in Arabidopsis thaliana: a survey for genes involved in isoprenoid and chlorophyll metabolism. Plant Mol Biol 51:925鈥?48PubMed
    Li J, Chase HA (2010) Development of adsorptive (non-ionic) macroporous resins and their uses in the purification of pharmacologically-active natural products from plant sources. Nat Prod Rep 27:1493鈥?510PubMed
    Lipshutz BH, Lower A, Berl V, Schein K, Wetterich F (2005) An improved synthesis of the 鈥樷€榤iracle nutrient鈥欌€?coenzyme Q10. Org Lett 7:4095鈥?097PubMed
    Liu YX (2010) Analysis of fatty alcohols, phytosterols and solanesol in tobacco. University of Science and Technology of China, Hefei
    Liu XP, Chen XJ, Li L, Wang XR, Li XC (2007) Determination of solanesol in different parts of tobacco leaves from different breeds and planting areas by high performance liquid chromatography鈥搈ass spectrometry. Roc Min Ana 26:105鈥?08
    Logan BA, Monson RK, Potosnak MJ (2000) Biochemistry and physiology of foliar isoprene production. Trends Plant Sci 5:477鈥?81PubMed
    Lois ML, Rodr铆guez-Concepci贸n M, Gallego F, Campos N, Boronat A (2000) Carotenoid biosynthesis during tomato fruit development: regulatory role of 1-deoxy-d -xylulose 5-phosphate synthase. Plant J 22:503鈥?13PubMed
    Ma L, Ding P, Yang GX, He GY (2006) Advances on the plant terpenoid isoprenoid biosynthetic pathway and its key enzymes. Biotechnol Bull 22:22鈥?0
    Ma JY, Zhang J, Liu GX, Chen T, Xu XL (2009) Determination of solanesol in waste potato leaves and stems by RP-HPLC. J Northwest Norm Univ 45:72鈥?5
    Mahmoud SS, Croteau RB (2001) Metabolic engineering of essential oil yield and composition in mint by altering expression of deoxyxylulose phosphate reductoisomerase and menthofuran synthase. Proc Natl Acad Sci U S A 98:8915鈥?920PubMed Central PubMed
    Matthews PD, Wurtzel ET (2000) Metabolic engineering of carotenoid accumulation in Escherichia coli by modulation of the isoprenoid precursor pool with expression of deoxyxylulose phosphate synthase. Appl Microbiol Biotechnol 53:396鈥?00PubMed
    Matthews RT, Yang L, Browne S, Baik M, Beal MF (1998) Coenzyme Q10 administration increases brain mitochondrial concentrations and exerts neuroprotective effects. Proc Natl Acad Sci U S A 95:8892鈥?897PubMed Central PubMed
    Min JH, Lee JS, Yang JD, Koo J (2003) The friedel-crafts allylation of a prenyl group stabilized by a sulfone moiety: expeditious syntheses of ubiquinones and menaquinones. J Org Chem 68:7925鈥?927PubMed
    Mu FS, Luo M, Fu YJ, Zhang X, Yu P, Zu YG (2011) Synthesis of the key intermediate of coenzyme Q10. Molecules 16:4097鈥?103
    Nakamura A, Shimada H, Masuda T, Ohta H, Takamiya K (2001) Two distinct isopentenyl diphosphate isomerases in cytosol and plastid are differentially induced by environmental stresses in tobacco. FEBS Lett 506:61鈥?4PubMed
    Ndikubwimana JD, Lee BH (2014) Enhanced production techniques, properties and uses of coenzyme Q10. Biotechnol Lett 36:1917鈥?926
    Negishi E, Liou S, Xu C, Huo S (2002) A novel, highly selective, and general methodology for the synthesis of 1,5-diene-containing oligoisoprenoids of all possible geometrical combinations exemplified by an iterative and convergent synthesis of coenzyme Q10. Org Lett 4:261鈥?64PubMed
    Noll H, Ruegg R, Gloor U, Isler O (1960) Structure of a vitamin K2 compound from tubercle bacilli and synthesis of higher isoprenologs of vitamin K2 series. Helv Chim Acta 43:433鈥?38
    Ohara K, Sasaki K, Yazaki K (2010) Two solanesyl diphosphate synthases with different subcellular localizations and their respective physiological roles in Oryza sativa. J Exp Bot 61:2683鈥?692PubMed Central PubMed
    Phillips MA, Walter MH, Ralph SG, Dabrowska P, Luck K, Ur贸s EM, Boland W, Strack D, Rodr铆guez-Concepci贸n M, Bohlmann J, Gershenzon J (2007) Functional identification and differential expression of 1-deoxy-d -xylulose 5-phosphate synthase in induced terpenoid resin formation of Norway spruce (Picea abies). Plant Mol Biol 65:243鈥?57PubMed
    Phillips MA, Leon P, Boronat A, Rodriguez-Concepcion M (2008) The plastidial MEP pathway: unified nomenclature and resources. Trends Plant Sci 13:619鈥?23PubMed
    Qin Y, Piao MZ, Wang FW (2014) Review on extraction purification and biological activity of coenzyme Q10. J Qingdao Agric Univ 31:136鈥?41
    Rao CVN, Chakaraborthy MK (1986) Variations in solanesol levels among tobacco stalk positions, growth stages and air curing. Tob Int 188:142鈥?43
    Rao CVN, Prabhu PF, Schepartz AI (2000) Influence of plant growth on the distribution of solanesol in tobacco green leaf. Tob Res 26:47鈥?0
    Roe SJ, Oldfield MF, Geach N, Baxter A (2013) A convergent stereocontrolled synthesis of [3-14C]solanesol. J Lablled Compd Radiopharm 56:485鈥?91
    Rowland RL, Latimer PH (1959) Flue-cured tobacco. IV. Isolation of solanesyl esters. Tobacco Int 3:1鈥?
    Rowland RL, Latimer PH, Giles JA (1956) Flue-cured tobacco. I. Isolation of solanesyl, an unsaturated. J Am Chem Soc 78:4680鈥?683
    Rusciani L, Proietti I, Rusciani A, Paradisi A, Sbordoni G, Alfano C, Panunzi S, De Gaetano A, Lippa S (2006) Low plasma coenzyme Q10 levels as an independent prognostic factor for melanoma progression. J Am Acad Dermatol 54:234鈥?41PubMed
    Sakaihara T, Honda A, Tateyama S, Sagami H (2000) Subcellular fractionation of polyprenyl diphosphate synthase activities responsible for the syntheses of polyprenols and dolichols in spinach leaves. J Biochem 128:1073鈥?078PubMed
    S谩ndor PS, Clemente LD, Coppola G, Saenger U, Fumal A, Magis D, Seidel L, Agosti RM, Schoenen J (2005) Efficacy of coenzyme Q10 in migraine prophylaxis: a randomized controlled trial. Neurology 64:713鈥?15PubMed
    Santana-M茅ridas O, Gonz谩lez-Coloma A, S谩nchez-Vioque R (2012) Agricultural residues as a source of bioactive natural products. Phytochem Rev 11:447鈥?66
    Schepartz AI, Ellington JJ, Burk LG (1978) Catalase activity and lipid contents of leaves from normal and sterile-flowered tobacco plants. Phytochemistry 17:1787鈥?788
    Scholtzhauer WS, Severson RF, Chortyk OT, Arrendale RF (1976) Pyrolytic formation of polynuclear aromatic hydrocarbons from petroleum ether extractable constituents of flue-cured tobacco leaf. J Agric Food Chem 24:992鈥?97
    Serebryakov EP, Nigmatov AG (1990) Biologically active derivatives of polyprenylacetic acids and related compounds (review). Pharm Chem J 24:88鈥?8
    Sheen SJ, Davis DL, De Jong DW (1978) Gas-liquid chromatographic quantification of solanesol in chlorophyll mutants of tobacco. J Agric Food Chem 26:259鈥?62
    Shults CW, Beal MF, Song D, Fontaine D (2004) Pilot trial of high dosages of coenzyme Q10 in patients with Parkinson鈥檚 disease. Exp Neurol 188:491鈥?94PubMed
    Shunk CH, Erickson RE, Wong EL, Folkers K (1959) Coenzymes Q.X. Synthesis of coenzyme Q9, 2,3-dimethyl-5-solanesylbenzoquinone, and a vitamin K analog. J Am Chem Soc 81:5000
    Sidorova TA, Nigmatov AG, Kakpakova ES, Stavrovskaya AA, Gerassimova GK, Shtil AA, Serebryakov EP (2002) Effects of isoprenoid analogues of SDB-ethylenediamine on multidrug resistant tumor cells alone and in combination with chemotherapeutic drugs. J Med Chem 45:5330鈥?339PubMed
    Skalicka-Wo藕niak K, Garrard I (2014) Counter-current chromatography for the separation of terpenoids: a comprehensive review with respect to the solvent systems employed. Phytochem Rev 13:547鈥?72PubMed Central PubMed
    Srivastava S, Raj K, Khare P, Bhaduri AP, Chander R, Raghubir R, Mahendra K, Narsimha RCV, Prabhu SR (2009) Novel hybrid natural products derived from solanesol as wound healing agents. Indian J Chem 48:237鈥?47
    Stedman RL (1968) Chemical composition of tobacco and tobacco smoke. Chem Rev 68:153鈥?07PubMed
    Stevenson J, Hemming FW, Morton RA (1963) Intracellular distribution of solanesol and plastoquinone in green leaves of the tobacco plant. Biochem J 88:52鈥?6PubMed Central PubMed
    Sun Z, Cunningham FX, Gantt E (1998) Differential expression of two isopentenyl pyrophosphate isomerases and enhanced carotenoid accumulation in a unicellular chlorophyte. Proc Natl Acad Sci U S A 95:11482鈥?1488PubMed Central PubMed
    Suzuki H, Tomi A, Nishimura T (1990) Cytocidal activity of a synthetic isoprenoid, N-solanesol-N, N-bis(3,4-dimethoxybenzyl) ethylenediamine, and its potentiation of antitumor drugs against multidrug and sensitive cells in vitro. Jap J Can Res 81:298鈥?03
    Tang DS (2007) Extration and separation of solanesol from tobacco. Zhejiang University, Hangzhou
    Taylor MA, Fraser PD (2011) Solanesol: added value from Solanaceous waste. Phytochemistry 72:1323鈥?327PubMed
    Tian Y, Yue T, Yuan Y, Soma PK, Williams PD, Machado PA, Fu H, Kratochvil RJ, Wei C-I, Lo M (2010) Tobacco biomass hydrolysate enhances coenzyme Q10 production using photosynthetic Rhodospirillum rubrum. Bioresour Technol 101:7877鈥?881PubMed
    Tomida A, Suzuki H (1990) Synergistic effect in culture of bleomycin-group antibiotics and N-solanesol-N, N-bis(3,4-dimethoxybenzyl) ethylenediamine, a synthetic isoprenoid. Jap J Can Res 81:1184鈥?190
    Turunen M, Olsson J, Dallner G (2004) Metabolism and function of coenzyme Q. Biochim Biophys Acta 1660:171鈥?99PubMed
    Vidal B, Tancoge J (1982) Total solanesol in contents of different types of tobacco. Annales du Tabac 17:93鈥?03
    Walter MH, Hans J, Strack D (2002) Two distantly related genes encoding 1-deoxy-d-xylulose 5-phosphate synthases: differential regulation in shoots and apocarotenoid-accumulating mycorrhizal roots. Plant J 31:243鈥?54PubMed
    Wang CJ, Song JY, Zhao J (2003a) Synthesis and biological evaluation of the diacid solanesyl glycosyl esters. Chin J Org Chem 23:1102鈥?106
    Wang CJ, Song JY, Zhao J, Sun XQ (2003b) Synthesis and biological activity of solanesyl glucosyl dibasic acid esters. Chin J Appl Chem 20:754鈥?59
    Wang CJ, Wang YX, Song JY, Zhao J (2004) Study on the synthesis and biological activity of diacid solanesyl galactosyl diesters. Chem Online 67:1鈥?
    Wang CJ, Wang YX, Zhao J, Sun J (2005) Synthesis and biological activity of glycosyl N-solanesylaminocarboxylic esters. Chin J Appl Chem 24:1601鈥?605
    Wang JH, Wang CJ, Gan Y, Du GJ, Zhao J (2007) Design, synthesis and synergistic effects of novel derivatives of solanesol. Chem Res Chin Univ 23:417鈥?20
    Wang JH, Gao RH, Gan Y, Xie SQ, Wang CJ, Zhao J (2009) Synthesis and evaluation of solanesol derivatives as novel potent synergistic agents. J Asian Nat Res 11:978鈥?84
    Wang Q, Wang SY, Gu Q, Tao SQ, Tao TZ, Rong JS (2013a) The research progress of vitamin K2 and treatment of osteoporosis. Chin J Osteopores 19:655鈥?58
    Wang XM, Zhang YW, Zhang GZ, Yin ZY (2013b) Improved extraction of solanesol from tobacco waste by enzymatic cell wall breaking. Chin J Biotechnol 29:1706鈥?710
    Wang ZS, Liu WQ, Wang JH, Chen DL, Zhang JR (2013c) Progress in research and application of solanesol. J Anhui Agric Sci 41:12539鈥?2540
    Weber P (2001) Vitamin K and bone health. Nutrition 17:88鈥?87
    Withers ST, Keasling JD (2007) Biosynthesis and engineering of isoprenoid small molecules. Appl Microbiol Biot 73:980鈥?90
    Xia LL (2013) Effect of environmental factors on the growth and solanesol metabolism in tobacco. Zhengzhou University, Zhengzhou
    Xiao X, Ni YY, Li SY, Hu JR, Zhang JS, Sun JS, Liu P (2010) Supercritical CO2 conditions of CoQ10 biotransformation from solanesol by Schizosaccharom prombe. J Food Sci Biotechnol 29:302鈥?06
    Xiao Y, Dai Y, Shi WQ, Li JZ, Li Y, Yin SF (2012) Synthesis and antitumor activities of the diacid solanesyl 5-fluorouracil esters derivatives. Chin J Org Chem 32:169鈥?73
    Yoshida H, Kotani Y, Ochiai K, Araki K (1998) Production of ubiquinone-10 using bacteria. J Gen Appl Microbiol 44:19鈥?6PubMed
    Zhao CJ, Li CY, Fu YJ, Zu YG (2005) Extraction and determination of solanesol in waste tobacco leaves by ultrasonic and HPLC. Chin J Appl Chem 22:1265鈥?267
    Zhao J, Bu ZW, Liu Y (2006a) Synthesis and biological activity of new solanesyl nitrogen mustards. Chin J Appl Chem 23:514鈥?18
    Zhao XY, Liu P, Tang DQ, Sun JS (2006b) Biosynthesis of Coenzyme Q10 using Schizosaccharomyces promb in an organic/aqueous system. Food Ferment Ind 32:16鈥?8
    Zhao CJ, Li CY, Zu YG (2007) Different solanesol contents in leaves of several tobacco varieties and their changes during seedling growth. Plant Physiol Commun 43:298鈥?00
    Zhou HY, Liu CZ (2006) Rapid determination of solanesol in tobacco by highperformance liquid chromatography with evaporative light scattering detection following microwave-assisted extraction. J Chromatogr B 835:119鈥?22
    Zhu Y, Hu XB, Huang J, Li P (2006) A new extract procedure of solanesol from abandoned tobacco leaves. West Chin J Pharm Sci 21:518鈥?20
    Zou ZQ, Fu SC, Liu ZH (2005) The research progress of vitamin K2. Chin J Osteopores 11:389鈥?92
  • 作者单位:Ning Yan (1)
    Yanhua Liu (1)
    Daping Gong (1)
    Yongmei Du (1)
    Huaibao Zhang (1)
    Zhongfeng Zhang (1)

    1. Tobacco Research Institute of Chinese Academy of Agricultural Sciences, Qingdao, 266101, China
  • 刊物类别:Biomedical and Life Sciences
  • 刊物主题:Life Sciences
    Plant Sciences
    Biochemistry
    Organic Chemistry
    Chemistry
  • 出版者:Springer Netherlands
  • ISSN:1572-980X
文摘
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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