Advances in the Structures, Pharmacological Activities, and Biosynthesis of Plant Diterpenoids

키워드

참고문헌 (130)

1. Zhu L, "Progress in research on paclitaxel and tumor immunotherapy", Cell. Mol. Biol. Lett, 24, pp.40~ (2019)
2. Li ZM, "Salvia miltiorrhizaBurge(Danshen) : a golden herbal medicine in cardiovascular therapeutics", Acta Pharm. Sinica, 39, pp.802~824 (2018)
3. Yaro P, "Influence of organic anion transporter 1", 3 on the pharmacokinetics and renal excretion of ginkgolides and bilobalide, 2019, pp.243, 112098~
4. Arumugam B, "Stevia as a natural sweetener : A review", Cardiovasc. Hematol. Agents Med. Chem, 18, pp.94~103 (2020)
5. Rizza A, "The makings of a gradient : spatiotemporal distribution of gibberellins in plant development", Curr. Opin. Plant Biol, 47, pp.9~15 (2019)
6. Guo X, "The molecular mechanism of action for the potent antitumor component extracted using supercritical fluid extraction from Croton crassifolius root", J. Ethnopharmacol, 327, pp.117835~ (2024)
7. Zhu H, "Chemical constituents of Euphorbia stracheyi boiss(Euphorbiaceae)", Metabolites, 13, pp.852~ (2023)
8. Ren X, "Clerodane diterpenoids from the Uygur medicine Salvia deserta with immunosuppressive activity", Phytochemistry, 214, pp.113823~ (2023)
9. Ajikumar PK, "Isoprenoid pathway optimization for Taxol precursor overproduction in Escherichia coli", Science, 330, pp.70~74 (2010)
10. Zhang P, "Enhanced production of tanshinone IIA in endophytic fungi Emericella foeniculicola by genome shuffling", Pharm. Biol, 56, pp.357~362 (2018)
11. Moon JH, "Redesign and reconstruction of a steviol-biosynthetic pathway for enhanced production of steviol in Escherichia coli", Microb. Cell Fact, 19, pp.20~ (2020)
12. Gutbrod K, "Phytol metabolism in plants", Progress Lipid Res, 74, pp.1~17 (2019)
13. Lin YP, "Chlorophyll dephytylation in chlorophyll metabolism : a simple reaction catalyzed by various enzymes", Plant Sci, 302, pp.110682~ (2021)
14. Xue S, "Acyclic diterpene and norsesquiterpene from the seed of Aphanamixis polystachya", Fitoterapia, 142, pp.104518~ (2020)
15. Ibrahim SRM, "Tagetones A and B, new cytotoxic monocyclic diterpenoids from flowers of Tagetes minuta", Chin. J. Nat. Med, 15, pp.546~549 (2017)
16. Zhang J, "Ginkgolides with anti-PAF activity from Ginkgo biloba L", Fitoterapia, 175, pp.105915~105915 (2024)
17. Yu Y, "Andropanilides A-C, the novel labdane-type diterpenoids from Andrographis paniculata and their anti-inflammation activity", Nat. Prod. Bioprospect, 13, pp.31~ (2023)
18. Thekkeveedu RP, "Biotechnological interventions for the production of forskolin, an active compound from the medicinal plant, Coleus forskohlii", Physiol. Mol. Biol. Plants, 30, pp.213~226 (2024)
19. Li R, "Clerodane diterpenes : sources, structures, and biological activities", Nat. Prod. Rep, 33, pp.1166~1226 (2016)
20. Wang M, "Cytotoxic neo-clerodane diterpenoids from Scutellaria barbata D", Don. Chem. Biodivers, 16, pp.e1800499~ (2019)
21. Ledoux A, "Bioactive clerodane diterpenoids from the leaves of Casearia coriacea vent", Molecules, 28, pp.1197~ (2023)
22. Zhang C, "Study on fragmentation pathways of three ginkgolides by mass spectrometry", China J. Chin. Mater. Medica, 43, pp.4093~4096 (2018)
23. Liao HJ, "Study on antinplatelet aggregation activity induced by PAF of Ginkgolide compounds", J. Liaoning University of Traditional Chinese Medicine (2012)
24. Hao M, "Recent advances on biological activities and structural modifications of dehydroabietic acid", Toxins, 14, pp.632~ (2022)
25. González MA, "Synthesis and biological evaluation of abietic acid derivatives", Eur. J. Med. Chem, 44, pp.2468~2472 (2009)
26. Xu J, "Tanshinone IIA alleviates IL-1β-induced chondrocyte apoptosis and inflammation by regulating FBXO11 expression", Clinics, 79, pp.100365~ (2024)
27. Habtemariam S, "Anti-inflammatory therapeutic mechanisms of natural products : Insight from rosemary diterpenes, carnosic acid and carnosol", Biomedicines, 11, pp.545~ (2023)
28. Yin XW, "Structure-diversified terpenoids from Salvia prattii and their protective activity against alcoholic liver diseases", Phytochemistry, 214, pp.113819~ (2023)
29. Chen W, "Tanshinone IIA harmonizes the crosstalk of autophagy and polarization in macrophages via miR-375", KLF4 pathway to attenuate atherosclerosis, 2019, pp.70, 486~497
30. Guan Z, "Tanshinone IIA induces ferroptosis in gastric cancer cells through p53-mediated SLC7A11down-regulation", Biosci. Rep, 40, pp.BSR20201807~ (2020)
31. Sun M, "(9βH)-and 17-Nor-Pimaranes from Icacina oliviformis", J. Nat. Prod, 84, pp.949~955 (2021)
32. Jongsomjainuk O, "Kaemtakols A–D, highly oxidized pimarane diterpenoids with potent anti-inflammatory activity from Kaempferia takensis", Nat. Prod. Bioprospect, 13, pp.55~ (2023)
33. Kim C, "Diterpenoids isolated from Podocarpus macrophyllus inhibited the inflammatory mediators in LPSinduced HT-29 and RAW 264.7 cells", Molecules (Basel, Switzerland), 26, pp.4326~ (2021)
34. Zhao X, "Recent advances in the synthesis of ent-kaurane diterpenoids", Nat. Prod. Rep, 39, pp.119~138 (2022)
35. Liu M, "Diterpenoids from Isodon species : an update", Nat. Prod. Rep, 34, pp.1090~1140 (2017)
36. Camara MC, "Current advances in gibberellic acid(GA(3))production, patented technologies and potential applications", Planta, 248, pp.1049~1062 (2018)
37. Binenbaum J, "Gibberellin localization and transport in plants", Trends Plant Sci, 23, pp.410~421 (2018)
38. Kildegaard KR, "Tailored biosynthesis of gibberellin plant hormones in yeast", Metab. Eng, 66, pp.1~11 (2021)
39. Drummond GJ, "ent-Atisane diterpenoids : isolation, structure and bioactivity", Nat. Prod. Rep, 38, pp.330~345 (2021)
40. Wang B, "Unusual ent-atisane type diterpenoids with 2-oxopropyl skeleton from the roots of Euphorbia ebracteolata and their antiviral activity against human rhinovirus 3 and enterovirus 71", Bioorg. Chem, 81, pp.234~240 (2018)
41. Maji D, "A natural plant growth promoter calliterpenone from a plant Callicarpa macrophylla Vahl improves the plant growth promoting effects of plant growth promoting rhizobacteria(PGPRs)", World J. Microbiol. Biotechnol, 29, pp.833~839 (2013)
42. Li CH, "An overview of grayanane diterpenoids and their biological activities from the Ericaceae family in the last seven years", Eur. J. Med. Chem, 166, pp.400~416 (2019)
43. Sun N, "Grayanane diterpenoids from the leaves of Rhododendron auriculatum and their analgesic activities", J. Nat. Prod, 82, pp.1849~1860 (2019)
44. Leonelli F, "Stemodane diterpenes and diterpenoids : Isolation, structure elucidation, biogenesis, biosynthesis, biological activity, biotransformations, metabolites and derivatives biological activity, rearrangements", Molecules, 26, pp.2761~ (2021)
45. Leonelli F, "Stemarane diterpenes and diterpenoids", Int. J. Mol. Sci, 20, pp.2627~ (2019)
46. Schneider F, "The Chemistry of Nonclassical Taxane Diterpene", Acc. Chem. Res, 54, pp.2347~2360 (2021)
47. Wani MC, "Plant antitumor agents. VI. The isolation and structure of taxol, a novel antileukemic and antitumor agent from Taxus brevifolia", J. Am. Chem. Soc, 93, pp.2325~2327 (1971)
48. Gallego-Jara J, "A compressive review about Taxol(R) : History and future challenges", Molecules, 25, pp.5986~ (2020)
49. Bouchet BP, "Cabazitaxel, a new taxane with favorable properties", Drugs Today, 46, pp.735~742 (2010)
50. Singer JW, "Paclitaxel poliglumex(XYOTAX, CT-2103) : a macromolecular taxane", J. Control. Release, 109, pp.120~126 (2005)
51. Abbas MG, "Prostratin : An overview", Mini Rev. Med. Chem, 15, pp.1122~1130 (2015)
52. Hou P, "A new cytotoxic cembrane diterpene from the roots of Euphorbia pekinensis Rupr", Fitoterapia, 90, pp.10~13 (2013)
53. Wang K, "A new casbane diterpene from Euphorbia pekinensis", Nat. Prod. Res, 29, pp.1456~1460 (2015)
54. Fattahian M, "Jatrophane and rearranged jatrophane-type diterpenes : biogenesis, structure, isolation, biological activity and SARs(1984-2019)", Phytochem. Rev, 19, pp.265~336 (2020)
55. Wang YF, "Verticillane derivatives from natural sources", Chem. Biodiver, 6, pp.1661~1673 (2009)
56. Bai X, "Effect of steviol glycosides as natural sweeteners on glucose metabolism in adult participants", Food Funct, 15, pp.2908~3919 (2024)
57. Roy S, "Terpenoids as potential phytoconstituent in the treatment of diabetes : From preclinical to clinical advancement", Phytomedicine, 129, pp.155638~ (2024)
58. Grodsky L, "Triptolide administration alters immune responses to mitigate insulin resistance in obese states", Biomolecules, 14, pp.395~ (2024)
59. Bidart JE, "Antiviral effect of natural and semisynthetic diterpenoids against adenovirus infection in vitro", Planta Med, 89, pp.1001~1009 (2023)
60. Sadeghi Z, "Anti-inflammatory activity of tanshinonerelated diterpenes from Perovskia artemisioides roots", J. Nat. Prod, 86, pp.812~821 (2023)
61. Tamuli R, "Isolation and in vitro and in vivo activity of secondary metabolites from Clerodendrum polycephalum baker against Plasmodium Malaria parasites", J. Nat. Prod, 86, pp.2661~2671 (2023)
62. Deng QD, "Triptolide suppresses the growth and metastasis of non-small cell lung cancer by inhibiting β-catenin-mediated epithelial-mesenchymal transition", Acta Pharmacol. Sinica, 42, pp.1486~1497 (2021)
63. Sarwar MS, "Mechanistic pathways and molecular targets of plant-derived anticancer ent-Kaurane diterpenes", Biomolecules, 10, pp.144~ (2020)
64. Bailly C, "Yuexiandajisu diterpenoids from Euphorbia ebracteolata Hayata(Langdu roots) : An overview", Phytochemistry, 213, pp.113784~ (2023)
65. Wang X, "New daphnane diterpenoidal 1, 3, 4-oxdiazole derivatives as potential anti-hepatoma agents : synthesis, biological evaluation and molecular modeling studies", Bioorg. Chem, 145, pp.107208~ (2024)
66. Yazdiniapour Z, "Diterpenoids from Euphorbia gedrosiaca as potential anti-proliferative agents against breast cancer cells", Metabolites, 13, pp.225~ (2023)
67. Wang X, "Pharmacological properties of tanshinones, the natural products from Salvia miltiorrhiza", Adv. Pharmacol, 87, pp.43~70 (2020)
68. Wang W, "Synthesis of new ent-labdane diterpene derivatives from andrographolide and evaluation of their anti-inflammatory activities", Eur. J. Med. Chem, 162, pp.70~79 (2019)
69. Wang Y, "Diterpenoids from the seeds of Euphorbia lathyris and their antiinflammatory activity", Bioorg. Chem, 112, pp.104944~ (2021)
70. Kim J, "Anti-cariogenic characteristics of rubusoside", Biotechnol. Bioprocess Eng, 24, pp.282~287 (2019)
71. Siddique H, "Terpenes from Zingiber montanum and heir Screening against Multi-Drug Resistant and Methicillin Resistant Staphylococcus aureus", Molecules, 24, pp.385~ (2019)
72. Wardana AP, "Potential of diterpene compounds as antivirals, a review", Heliyon, 7, pp.e07777~ (2021)
73. Wu Z, "Andrographolide promotes skeletal muscle regeneration after acute injury through epigenetic modulation", Eur. J. Pharmacol, 888, pp.173470~ (2020)
74. Zhang F, "Reformulation of etoposide with solubility-enhancing rubusoside", Int. J. Pharm, 434, pp.453~459 (2012)
75. Zhang M, "A novel solubility-enhanced rubusoside-based micelles for increased cancer therapy", Nanoscale Res. Llett, 12, pp.274~ (2017)
76. Shi JB, "The role of gibberellin synthase gene GhGA2ox1 in upland cotton (Gossypium hirsutum L.) responses to drought and salt stress", Biotechnol. Appl. Biochem, 66, pp.298~308 (2019)
77. Li J, "Antimalarial and neuroprotective ent-abietane diterpenoids from the aerial parts of Phlogacanthus curviflorus", Chin. J. Nat. Med, 21, pp.619~630 (2023)
78. Mirza FJ, "Neuroprotective effects of carnosic acid : Insight into its mechanisms of action", Molecules, 28, pp.2306~ (2023)
79. Vranová E, "Network analysis of the MVA and MEP pathways for isoprenoid synthesis", Ann. Rev. Plant Biol, 64, pp.665~700 (2013)
80. Bergman ME, "Medically useful plant terpenoids : biosynthesis, occurrence, and mechanism of action", Molecules, 24, pp.3961~ (2019)
81. Zerbe P, "Gene discovery of modular diterpene metabolism in nonmodel systems", Plant Physiol, 162, pp.1073~1091 (2013)
82. Pateraki I, "Manoyl oxide(13R), the biosynthetic precursor of forskolin, is synthesized in specialized root cork cells in Coleus forskohlii", Plant Physiol, 164, pp.1222~1236 (2014)
83. Pateraki I, "Total biosynthesis of the cyclic AMP booster forskolin from Coleus forskohlii", ELife, 6, pp.e23001~ (2017)
84. Mastan A, "Plant probiotic bacterial endophyte, Alcaligenes faecalis, modulates plant growth and forskolin biosynthesis in Coleus forskohlii", Probiotics Antimicrob. Proteins, 12, pp.481~493 (2020)
85. Gao W, "A functional genomics approach to tanshinone biosynthesis provides stereochemical insights", Org. Lett, 11, pp.5170~5173 (2009)
86. Guo J, "CYP76AH1 catalyzes turnover of miltiradiene in tanshinones biosynthesis and enables heterologous production of ferruginol in yeasts", Proc. Natl. Acad. Sci. USA, 110, pp.12108~12113 (2013)
87. Guo J, "Cytochrome P450 promiscuity leads to a bifurcating biosynthetic pathway for tanshinones", New Phytol, 210, pp.525~534 (2016)
88. Mao Y, "Functional integration of two CYP450 genes involved in biosynthesis of tanshinones for improved diterpenoid production by synthetic biology", ACS Synth. Biol, 9, pp.1763~1770 (2020)
89. Ma Y, "Expansion within the CYP71D subfamily drives the heterocyclization of tanshinones synthesis in Salvia miltiorrhiza", Nat. Commun, 12, pp.685~ (2021)
90. Deng C, "Tanshinone production could be increased by the expression of SmWRKY2 in Salvia miltiorrhiza hairy roots", Plant Sci, 284, pp.1~8 (2019)
91. Zheng H, "The ERF-VII transcription factor SmERF73 coordinately regulates tanshinone biosynthesis in response to stress elicitors in Salvia miltiorrhiza", New Phytol, 231, pp.1940~1955 (2021)
92. Lv X, "Endophytic fungus Penicillium steckii DF33 promoted tanshinones biosynthesis in Salvia miltiorrhiza by regulating the expression of CYP450 genes", Gene, 899, pp.148094~ (2024)
93. Li X, "Beneficial endophytic fungi improve the yield and quality of Salvia miltiorrhiza by performing different ecological functions", PeerJ, 12, pp.e16959~ (2024)
94. Xu Y, "De novo biosynthesis of rubusoside and rebaudiosides in engineered yeasts", Nat. Commun, 13, pp.3040~ (2022)
95. Wang Y, "Comparative transcriptomic of Stevia rebaudiana provides insight into rebaudioside D and rebaudioside M biosynthesis", Plant Physiol. Biochem. PPB, 167, pp.541~549 (2021)
96. Zhang J, "Catalytic flexibility of rice glycosyltransferase OsUGT91C1 for the production of palatable steviol glycosides", Nat. Commun, 12, pp.7030~ (2021)
97. Dewitte G, "Screening of recombinant glycosyltransferases reveals the broad acceptor specificity of stevia UGT-76G1", J. Biotechnol, 233, pp.49~55 (2016)
98. Chau M, "Molecular cloning and characterization of a cytochrome P450 taxoid 2alpha-hydroxylase involved in Taxol biosynthesis", Arch. Biochem. Biophys, 427, pp.48~57 (2004)
99. Chau M, "Taxol biosynthesis : Molecular cloning and characterization of a cytochrome P450 taxoid 7 beta-hydroxylase", Chem. Biol, 11, pp.663~672 (2004)
100. Schoendorf A, "Molecular cloning of a cytochrome P450 taxane 10 beta-hydroxylase cDNA from Taxus and functional expression in yeast", Proc. Natl. Acad. Sci. USA, 98, pp.1501~1506 (2001)
101. Jennewein S, "Cytochrome P450 taxadiene 5alpha-hydroxylase, a mechanistically unusual monooxygenase catalyzing the first oxygenation step of taxol biosynthesis", Chem. Biol, 11, pp.379~387 (2004)
102. Jennewein S, "Taxol biosynthesis : taxane 13 alpha-hydroxylase is a cytochrome P450-dependent monooxygenase", Proc. Natl. Acad. Sci. USA, 98, pp.13595~13600 (2001)
103. Walker K, "Molecular cloning of a taxa-4(20), 11(12)-dien-5alpha-ol-O-acetyl transferase cDNA from Taxus and functional expression in Escherichia coli", Arch. Biochem. Biophys, 374, pp.371~380 (2000)
104. Walker K, "Molecular cloning of a 10-deacetylbaccatin III-10-O-acetyl transferase cDNA from Taxus and functional expression in Escherichia coli", Proc. Natl. Acad. Sci. USA, 97, pp.583~587 (2000)
105. Walker K, "Taxol biosynthesis : molecular cloning of a benzoyl-CoA : taxane 2alpha-O-benzoyltransferase cDNA from Taxus and functional expression in Escherichia coli", Proc. Natl. Acad. Sci. USA, 97, pp.13591~13596 (2000)
106. Bartsch S, "Redesign of a phenylalanine aminomutase into a phenylalanine ammonia lyase", ChemCatChem, 5, pp.1797~1802 (2013)
107. Walker KD, "Cloning, heterologous expression, and characterization of a phenylalanine aminomutase involved in Taxol biosynthesis", J. Biol. Chem, 279, pp.53947~53954 (2004)
108. Walker K, "Molecular cloning and heterologous expression of the C-13 phenylpropanoid side chain-CoA acyltransferase that functions in Taxol biosynthesis", Proc. Natl. Acad. Sci. USA, 99, pp.12715~12720 (2002)
109. Walker K, "The final acylation step in taxol biosynthesis : cloning of the taxoid C13-side-chain Nbenzoyltransferase from Taxus", Proc. Natl. Acad. Sci. USA, 99, pp.9166~9171 (2002)
110. Zhang Y, "Synthetic biology identifies the minimal gene set required for paclitaxel biosynthesis in a plant chassis", Mol. Plant, 16, pp.1951~1961 (2023)
111. Paddon CJ, "High-level semi-synthetic production of the potent antimalarial artemisinin", Nature, 496, pp.528~532 (2013)
112. Dai Z, "Producing aglycons of ginsenosides in bakers' yeast", Sci. Rep, 4, pp.3698~ (2014)
113. Zhang B, "Metabolic engineering of Escherichia coli for L-homoserine production. Sheng wu gong cheng xue bao Chin", J. Biotechnol, 37, pp.1287~1297 (2021)
114. Kong MK, "Metabolic engineering of the Stevia rebaudiana ent-kaurene biosynthetic pathway in recombinant Escherichia coli", J. Biotechnol, 214, pp.95~102 (2015)
115. Sun Y, "De novo production of versatile oxidized kaurene diterpenes in Escherichia coli", Metab. Eng, 73, pp.201~213 (2022)
116. Dong H, "Enhance production of diterpenoids in yeast by overexpression of the fused enzyme of ERG20 and its mutant mERG20", J. Biotechnol, 307, pp.29~34 (2020)
117. Hu T, "Engineering chimeric diterpene synthases and isoprenoid biosynthetic pathways enables high-level production of miltiradiene in yeast", Metab. Eng, 60, pp.87~96 (2020)
118. Forman V, "Engineering of CYP76AH15 can improve activity and specificity towards forskolin biosynthesis in yeast", Microb. Cell Fact, 17, pp.181~ (2018)
119. Ju H, "Construction and optimization of Saccharomyces cerevisiae for synthesizing forskolin", Appl. Microbiol. Biotechnol, 106, pp.1933~1944 (2022)
120. Wei P, "Metabolic engineering of Saccharomyces cerevisiae for heterologous carnosic acid production", Front. Bioeng. Biotechnol, 10, pp.916605~ (2022)
121. Einhaus A, "Engineering a powerful green cell factory for robust photoautotrophic diterpenoid production", Metab. Eng, 73, pp.82~90 (2022)
122. Khalid A, "Development of a terpenoid-production platform in Streptomyces reveromyceticus SN-593", ACS Synth. Biol, 6, pp.2339~2349 (2017)
123. Yamada Y, "Novel terpenes generated by heterologous expression of bacterial terpene synthase genes in an engineered Streptomyces host", J. Antibiotics, 68, pp.385~394 (2015)
124. Wang J, "Pathway mining-based integration of critical enzyme parts for de novo biosynthesis of steviolglycosides sweetener in Escherichia coli", Cell Res, 26, pp.258~261 (2015)
125. Xuan C, "Engineering yeast for high-level production of diterpenoid sclareol", Metab. Eng, 75, pp.19~28 (2022)
126. Norkin M, "High-content, targeted RNA-seq screening in organoids for drug discovery in colorectal cancer", Cell Rep, 35, pp.109026~ (2021)
127. Dong Y, "Network pharmacology-based investigation of potential targets of astragalus membranaceousangelica sinensis compound acting on diabetic nephropathy", Sci. Rep, 11, pp.19496~ (2021)
128. Murthy BN, "SPR and ITC determination of the kinetics and the thermodynamics of bivalent versus monovalent sugar ligand-lectin interactions", Glycoconj. J, 25, pp.313~321 (2008)
129. Ferreira LG, "Molecular docking and structure-based drug design strategies", Molecules, 20, pp.13384~13421 (2015)
130. Xu X, "The chromosome-level Stevia genome provides insights into steviol glycoside biosynthesis", Hortic. Res, 8, pp.129~ (2021)

관련 논문AI추천