Abstract
In vitro production of the meroterpene bakuchiol by Psoralea drupacea Bge (Fabaceae) has been studied using aseptically-grown plants, callus cultures of different origin, cell suspensions and transgenic hairy root cultures. The effect of phytohormones and methyl jasmonate on bakuchiol production was also investigated. Bakuchiol was not detected in cell suspensions or hairy root preparations of P. drupacea. In contrast, aerial parts of P. drupacea grown in vitro were found to accumulate up to 11% dry weight of bakuchiol and can therefore be regarded as a potentially useful source of this antimicrobial compound.
Abbreviations
- BA:
-
6-Benzyladenine
- HPLC:
-
High-performance liquid chromatography
- kin:
-
Kinetin
- LB:
-
Luria-Bertani medium
- MIC:
-
Minimum inhibitory concentration
- MS:
-
Murashige and Skoog medium
- NAA:
-
1-Naphthaleneacetic acid
- TDZ:
-
Thidiazuron
- 2,4-D:
-
2,4-Dichlorophenoxyacetic acid
References
Abhyankar G, Reddy VD, Giri CC, Rao KV, Lakshmi VV, Prabhakar S, Vairamani M, Thippeswamy BS, Bhattacharya PS (2005) Amplified fragment polymorphism and metabolomic profiles of hairy roots of Psoralea corylifolia L. Phytochem 66:2441–2457
Adhikari S, Joshi R, Patro BS, Ghanty TK, Chintalwar GJ, Sharma A, Chattopadhyay S, Mukherjee T (2003) Antioxidant activity of bakuchiol: experimental evidence and theoretical treatments on the possible involvement of the terpenoid chain. Chem Res Toxicol 16:1062–1069
Backhouse CN, Delporte CL, Negrete RE, Erazo S, Zuniga A, Pinto A, Cassels BK (2001) Active constituents isolated from Psoralea glandulosa L. with anti-inflammatory and antipyretic activities. J Ethnopharmacol 78:27–31
Baskaran P, Jayabalan N (2008) Effect of growth regulators on rapid micropropagation and psoralen production in Psoralea corylifolia L. Acta Physiol Plant 30:345–351
Baskaran P, Jayabalan N (2009) Psoralen production in hairy roots and adventitious root cultures of Psoralea corylifolia. Biotechnol Lett 31:1073–1077
Bondarenko A, Aizenman B, Zatula D, Bakina L, Kozhina I, Prykhodko V, Silina O, Meshcheryakov A (1977) Psoralea drupacea as a promising source of the antibiotic bakuchiol. Rastit Res 13:460–463
Bouque V, Bourgaud F, Nguyen C, Guckert A (1998) Production of daidzein by callus cultures of Psoralea species and comparison with plants. Plant Cell Tissue Organ Culture 53:35–40
Bourgaud F, Bouque V, Guckert A (1999) Production of flavonoids by Psoralea hairy root cultures. Plant Cell Tissue Organ Culture 56:97–104
Chen H, Li Y (2008) Simple and convenient synthesis of (±)-bakuchiol. Lett Org Chem 5(3):467–469
Danilevsky N, Smirnov V, Prykhodko V, Kosovich T (1985) Sensibility of aerobic microflora of the oral cavity to antibiotic bakuchiol. Stomatology 20:9–12
Du XL, Chen HL, Feng HJ, Li YCh (2008) Stereoselective total synthesis of natural (S)-bakuchiol and its enantiomer. Helvetica Chimica Acta 91:371–378
Esumi T, Shimizu H, Kashiyama A, Sasaki C, Toyota M, Fukuyama Y (2008) Efficient construction of a chiral all-carbon quaternary center by asymmetric 1, 4-addition and its application to total synthesis of (+)-bakuchiol. Tetrahedron Lett 49:6846–6849
Fasail M, Anis M (2006) Thidiazuron induced high frequency axillary shoot multiplication in Psoralea corylifolia. Biol Plant 50:437–440
Katsura H, Tsukiyama RI, Suzuki A, Kobayashi M (2001) In vitro activities of bakuchiol against oral microorganisms. Antimicrob Agents Chemother 45:3009–3013
Lichtenthaler HK, Rohmer M, Schwender J (1997) Two independent biochemical pathways for isopentenyl diphosphate and isoprenoid biosynthesis in higher plants. Physiol Plant 101:643–652
Mehta G, Nayak UR, Dev S (1973) Meroterpenoids. 1. Psoralea corylifolia Linn. 1. Bakuchiol, a novel monoterpene phenol. Tetrahedron 29:1119–1125
Murashige T, Skoog F (1962) A revised medium for rapid growth and bioassays with tobacco tissue cultures. Physiol Plant 15:473–497
Newton S, Lau C, Gurcha SS, Besra GS, Wright CW (2002) The evaluation of forty-three plant species for in vitro antimicrobial activities. Isolation of active constituents from Psoralea corylifolia and Sanguinaria canadensis. J Ethnopharmacol 79:57–67
Nguyen C, Bourgaud F, Forlot P, Guckert A (1992) Establishment of hairy root cultures of Psoralea species. Plant Cell Rep 11:424–427
Prykhodko V, Bondarenko A (1979) Study of the antimicrobial properties of bakuchiol in in vitro experiments. Mikrobiol Zh (Kiev) 41:400–403
Prykhodko V, Bondarenko A, Mishenkova E (1980) Antimicrobial activity and toxicity of the antibiotic bakuchiol. Mikrobiol Zh (Kiev) 42:646–650
Prykhodko V, Zhmurko L, Bobyr A, Meshcheryakov A (1982) Bakuchiol activity against tobacco mosaic virus. Mikrobiol Zh (Kiev) 44:73–74
Prykhodko V, Kosovich T, Danilevsky N (1984) A study on the possible use of the antibiotic bakuchiol in stomatology. In: VI Congress of the Ukrainian Microbiological Society (Donetsk, June 1984), Part 2, p 151
Qiao CF, Han QB, Song JZ, Mo SF, Kong LD, Kung HF, Xu HX (2007) Chemical fingerprint and quantitative analysis of Fructus Psoraleae by high-performance liquid chromatography. J Sep Sci 30:813–818
Roberts SC (2007) Production and engineering of terpenoids in plant cell culture. Nat Chem Biol 3:387–395
Rout GR, Samantaray S, Das P (2000) In vitro rooting of Psoralea corylifolia Linn: Peroxidase activity as a marker. Plant Growth Reg 30:215–219
Ryu SY, Choi SU, Lee CO, Zee OP (1992) Antitumour activity of Psoralea corylifolia. Arch Pharm Res 15:356–359
Shinde AN, Malpathak N, Fulzele DP (2009) Studied enhancement strategies for phytoestrogen production in shake flasks by suspension culture of Psoralea corylifolia. Biores Technol 100:1833–1839
Acknowledgments
This work is part of the project “Establishment and Application of Cell Cultures—Producers of Plant Antimicrobial and Antifungal Substances” (0107U004770) supported by the National Academy of Science of Ukraine.
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Lystvan, K., Belokurova, V., Sheludko, Y. et al. Production of bakuchiol by in vitro systems of Psoralea drupacea Bge. Plant Cell Tiss Organ Cult 101, 99–103 (2010). https://doi.org/10.1007/s11240-009-9657-0
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DOI: https://doi.org/10.1007/s11240-009-9657-0