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Journal articles on the topic 'Geiparvarin'

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Published: 10 March 2023

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1

Rampa, Angela, Piero Valenti, Paolo Da Re, Milvia Chicca, Simonetta Gasperini, and Giuseppe Colombo. "Geiparvarin Regioisomers." Collection of Czechoslovak Chemical Communications 57, no. 1 (1992): 153–58. http://dx.doi.org/10.1135/cccc19920153.

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2

RAMPA, A., P. VALENTI, P. DA RE, M. CHICCA, S. GASPERINI, and G. COLOMBO. "ChemInform Abstract: Geiparvarin Regioisomers." ChemInform 23, no. 19 (August 22, 2010): no. http://dx.doi.org/10.1002/chin.199219330.

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3

Valenti, Piero, Maurizio Recanatini, Paolo Da Re, Wilma Galimbeni, Nilla Avanzi, and Stefania Filippeschi. "Xanthone Analogue of Geiparvarin." Archiv der Pharmazie 318, no. 10 (1985): 923–26. http://dx.doi.org/10.1002/ardp.19853181012.

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4

Kang, S. H., and C. Y. Hong. "Simple synthetic routes to geiparvarin." Tetrahedron Letters 28, no. 6 (January 1987): 675–78. http://dx.doi.org/10.1016/s0040-4039(00)95810-6.

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5

Baraldi, P. G., A. Barco, S. Benetti, A. Casolari, S. Manfredini, G. P. Pollini, and D. Simoni. "Isoxazoles-mediated synthesis of geiparvarin and dihydrogeiparvarin." Tetrahedron 44, no. 4 (January 1988): 1267–72. http://dx.doi.org/10.1016/s0040-4020(01)85907-x.

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6

Baraldi, Pier Giovanni, M. Guarneri, S. Manfredini, D. Simoni, J. Balzarini, and E. De Clercq. "Synthesis and cytostatic activity of geiparvarin analogs." Journal of Medicinal Chemistry 32, no. 2 (February 1989): 284–88. http://dx.doi.org/10.1021/jm00122a002.

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7

Calas, Patrick, and Claire Amato. "A Novel Geiparvarin Analogue Possessing a Fluorinated Segment." Synthesis, no. 17 (2003): 2709–12. http://dx.doi.org/10.1055/s-2003-42446.

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8

Bocca, Claudia, Ludovica Gabriel, and Antonella Miglietta. "Cytoskeleton-interacting activity of geiparvarin, diethylstilbestrol and conjugates." Chemico-Biological Interactions 137, no. 3 (September 2001): 285–305. http://dx.doi.org/10.1016/s0009-2797(01)00261-7.

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9

Chimichi, Stefano, Marco Boccalini, Alessia Salvador, Francesco Dall'Acqua, Giuseppe Basso, and Giampietro Viola. "Synthesis and Biological Evaluation of New Geiparvarin Derivatives." ChemMedChem 4, no. 5 (May 11, 2009): 769–79. http://dx.doi.org/10.1002/cmdc.200900009.

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10

Manfredini, S., P. G. Baraldi, R. Bazzanini, M. Guarneri, D. Simoni, J. Balzarini, and E. De Clercq. "Geiparvarin Analogs. 4.1. Synthesis and Cytostatic Activity of Geiparvarin Analogs Bearing a Carbamate Moiety or a Furocoumarin Fragment on the Alkenyl Side Chain." Journal of Medicinal Chemistry 37, no. 15 (July 1994): 2401–5. http://dx.doi.org/10.1021/jm00041a019.

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11

Baraldi, Pier Giovanni, Achille Barco, Simonetta Benetti, Mario Guarneri, Stefano Manfredini, Gian Piero Pollini, and Daniele Simoni. "A new nitrile oxide based synthesis of the antitumor agent geiparvarin." Tetrahedron Letters 26, no. 43 (January 1985): 5319–22. http://dx.doi.org/10.1016/s0040-4039(00)95027-5.

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12

MANFREDINI, S., P. G. BARALDI, R. BAZZANINI, M. GUARNERI, D. SIMONI, J. BALZARINI, and E. DE CLERCQ. "ChemInform Abstract: Geiparvarin Analogues. Part 4. Synthesis and Cytostatic Activity of Geiparvarin Analogues Bearing a Carbamate Moiety or a Furocoumarin Fragment on the Alkenyl Side Chain." ChemInform 25, no. 51 (August 18, 2010): no. http://dx.doi.org/10.1002/chin.199451156.

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13

Chen, Yeh-Long, Tai-Chi Wang, Cherng-Chyi Tzeng, and Nein-Chen Chang. "Geiparvarin Analogues: Synthesis and Anticancer Evaluation ofα-Methylidene-γ-butyrolactone-Bearing Coumarins." Helvetica Chimica Acta 82, no. 2 (February 10, 1999): 191–97. http://dx.doi.org/10.1002/(sici)1522-2675(19990210)82:2<191::aid-hlca191>3.0.co;2-p.

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14

Viola, Giampietro, Daniela Vedaldi, Francesco dall'Acqua, Giuseppe Basso, Silvia Disarò, Monica Spinelli, Barbara Cosimelli, Marco Boccalini, and Stefano Chimichi. "Synthesis, Cytotoxicity, and Apoptosis Induction in Human Tumor Cells by Geiparvarin Analogues." Chemistry & Biodiversity 1, no. 9 (September 2004): 1265–80. http://dx.doi.org/10.1002/cbdv.200490089.

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15

Baraldi, Pier G., Stefano Manfredini, Daniele Simoni, Mojgan Aghazadeh Tabrizi, Jan Balzarini, and Erik De Clercq. "Geiparvarin Analogs. 3. Synthesis and cytostatic activity of 3(2H)-furanone and 4,5-dihydro-3(2H)-furanone congeners of geiparvarin, containing a geraniol-like fragment in the side chain." Journal of Medicinal Chemistry 35, no. 10 (May 1992): 1877–82. http://dx.doi.org/10.1021/jm00088a025.

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16

Miglietta, Antonella, Claudia Bocca, Ludovica Gabriel, Angela Rampa, Alessandra Bisi, and Piero Valenti. "Antimicrotubular and cytotoxic activity of geiparvarin analogues, alone and in combination with paclitaxel." Cell Biochemistry and Function 19, no. 3 (2001): 181–89. http://dx.doi.org/10.1002/cbf.919.

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17

Jiang, Fuling, Guang-Jie Wang, Ping Huang, Shu Chen, He Xiao, Liang Zhang, and Hua Zou. "Geiparvarin Inhibits OS Metastasis through Upregulation of ANGPTL4 Expression by Inhibiting miRNA-3912-3p Expression." Evidence-Based Complementary and Alternative Medicine 2022 (April 12, 2022): 1–8. http://dx.doi.org/10.1155/2022/4663684.

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Abstract:

Background. Geiparvarin (GN) is a natural compound with anticancer activity. However, the effect of GN on osteosarcoma (OS) and the anticancer mechanism of GN are still unclear. Methods. Cell viability was measured by MTT assay. Invasion and migration were measured by transwell assay. The miRNAs, genes, and signaling pathways affected by GN were confirmed by whole-genome sequencing and bioinformatics analysis. The expression level of mRNA and protein was measured by qRT-PCR and western blot. Animal experiment was performed for confirming the GN anticancer effect and side effect in vivo. Results. Our results show that GN significantly inhibits OS cell growth and metastasis in vitro. In vivo experiment also showed that GN dramatically suppressed OS lung metastasis and no side effects were found. GN treatment inhibited OS metastasis through upregulating the ANGPTL4 expression. In addition, GN inhibited the expression of miR-3912-3p, which targets ANGPTL4. Conclusion. Our data clearly indicate that GN is a candidate drug for OS treatment, and GN plays its role through miR-3912-3p/ANGPTL4 in OS.

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18

Chimichi, Stefano, Marco Boccalini, Barbara Cosimelli, Giampietro Viola, Daniela Vedaldi, and Francesco Dall'Acqua. "New geiparvarin analogues from 7-(2-oxoethoxy)coumarins as efficient in vitro antitumoral agents." Tetrahedron Letters 43, no. 42 (October 2002): 7473–76. http://dx.doi.org/10.1016/s0040-4039(02)01798-7.

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19

Inoue, Y., K. Ohuchi, S. Imaizumi, H. Hagiwara, and H. Uda. "New Syntheses of Geiparvarin and 2,5-Dimethyl-3(2H)-furanone Via Co2Mediated Bond Reorganization." Synthetic Communications 20, no. 19 (November 1990): 3063–68. http://dx.doi.org/10.1080/00397919008051526.

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20

Zhang, Yikai, Zhiliang Lv, Hanyu Zhong, Dongping Geng, Mingfeng Zhang, Tao Zhang, Yongmei Li, and Ke Li. "Convenient synthesis of novel geiparvarin analogs with potential anti-cancer activity via click chemistry." European Journal of Medicinal Chemistry 53 (July 2012): 356–63. http://dx.doi.org/10.1016/j.ejmech.2012.04.026.

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21

Zhang, Yikai, Zhiliang Lv, Hanyu Zhong, Dongping Geng, Mingfeng Zhang, Tao Zhang, Yongmei Li, and Ke Li. "ChemInform Abstract: Convenient Synthesis of Novel Geiparvarin Analogues with Potential Anticancer Activity via Click Chemistry." ChemInform 43, no. 43 (September 27, 2012): no. http://dx.doi.org/10.1002/chin.201243142.

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22

Chen, Yeh-Long, Tai-Chi Wang, Cherng-Chyi Tzeng, and Nein-Chen Chang. "ChemInform Abstract: Geiparvarin Analogues: Synthesis and Anticancer Evaluation of α-Methylidene-γ-butyrolactone-Bearing Coumarins." ChemInform 30, no. 43 (June 13, 2010): no. http://dx.doi.org/10.1002/chin.199943253.

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23

Chimichi, Stefano, Marco Boccalini, Giancarlo Cravotto, and Ornelio Rosati. "A new convenient route to enantiopure 2-coumarinyloxypropanals: application to the synthesis of optically active geiparvarin analogues." Tetrahedron Letters 47, no. 14 (April 2006): 2405–8. http://dx.doi.org/10.1016/j.tetlet.2006.01.151.

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24

INOUE, Y., K. OHUCHI, S. IMAIZUMI, H. HAGIWARA, and H. UDA. "ChemInform Abstract: New Syntheses of Geiparvarin and 2,5-Dimethyl-3(2H)-furanone via CO2- Mediated Bond Reorganization." ChemInform 22, no. 15 (August 23, 2010): no. http://dx.doi.org/10.1002/chin.199115180.

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25

Villemin, Didier, Paul-Alain Jaffrès, and Messaoud Hachémi. "An abnormal reaction of esters of 3-hydroxy-3-methylbutan-2-one. A rapid synthesis of bullatenone and geiparvarin." Tetrahedron Letters 38, no. 4 (January 1997): 537–38. http://dx.doi.org/10.1016/s0040-4039(96)02365-9.

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26

VILLEMIN, D., P. A. JAFFRES, and M. HACHEMI. "ChemInform Abstract: An Abnormal Reaction of Esters of 3-Hydroxy-3-methylbutan-2-one. A Rapid Synthesis of Bullatenone and Geiparvarin." ChemInform 28, no. 17 (August 4, 2010): no. http://dx.doi.org/10.1002/chin.199717231.

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27

Tsuge, Otohiko, Shuji Kanemasa, and Hiroyuki Suga. "An Entry to 5-(1-Alkenyl)-3(2H)-furanones through Cycloaddition of Phosphorus-Functionalized Nitrile Oxide to Acetylene Alcohols. An Effective Synthesis of Geiparvarin." Chemistry Letters 16, no. 2 (February 5, 1987): 323–26. http://dx.doi.org/10.1246/cl.1987.323.

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28

BARALDI, P. G., A. BIGONI, M. GUARNERI, S. MANFREDINI, G. P. POLLINI, and D. SIMINI. "ChemInform Abstract: Application of (3 + 2)Nitrile Oxide Cycloaddition Chemistry to the Construction of Retinoid Skeleton and to a New Formal Synthesis of (.+- .)-Ascofuranone and Geiparvarin." ChemInform 25, no. 16 (August 19, 2010): no. http://dx.doi.org/10.1002/chin.199416157.

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29

Simoni, Daniele, Stefano Manfredini, Mojgan Aghazadeh Tabrizi, Rita Bazzanini, Pier G. Baraldi, Jan Balzarini, and Erik De Clercq. "Geiparvarin analogs. 2. Synthesis and cytostatic activity of 5-(4-arylbutadienyl)-3(2H)-furanones and of N-substituted 3-(4-oxo-2-furanyl)-2-buten-2-yl carbamates." Journal of Medicinal Chemistry 34, no. 11 (November 1991): 3172–76. http://dx.doi.org/10.1021/jm00115a004.

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30

Aghazade Tabrizi, M., P. G. Baraldi, M. Guarneri, S. Manfredini, G. P. Pollini, and D. Simoni. "A [3+2] nitrile oxide intermolecular cycloaddition approach to 4,5-dihydro-3(2H)-furanone and 3(2H)-furanone ring systems: application to the formal synthesis of (±)-ascofuranone and geiparvarin." Tetrahedron Letters 32, no. 5 (January 1991): 683–86. http://dx.doi.org/10.1016/s0040-4039(00)74859-3.

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31

TABRIZI, M. A., P. G. BARALDI, M. GUARNERI, S. MANFREDINI, G. P. POLLINI, and D. SIMONI. "ChemInform Abstract: A (3 + 2)Nitrile Oxide Intermolecular Cycloaddition Approach to 4,5- Dihydro-3(2H)-furanone and 3(2H)-Furanone Ring Systems: Application to the Formal Synthesis of (.+-.)-Ascofuranone and Geiparvarin." ChemInform 22, no. 50 (August 22, 2010): no. http://dx.doi.org/10.1002/chin.199150136.

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32

Carotti, Angelo, Antonio Carrieri, Stefano Chimichi, Marco Boccalini, Barbara Cosimelli, Carmela Gnerre, Andrea Carotti, Pierre-Alain Carrupt, and Bernard Testa. "Natural and synthetic geiparvarins are strong and selective MAO-B inhibitors. synthesis and SAR studies." Bioorganic & Medicinal Chemistry Letters 12, no. 24 (December 2002): 3551–55. http://dx.doi.org/10.1016/s0960-894x(02)00798-9.

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33

VALENTI, P., M. RECANATINI, P. DA RE, W. GALIMBENI, N. AVANZI, and S. FILIPPESCHI. "ChemInform Abstract: Xanthone Analogue of Geiparvarin." Chemischer Informationsdienst 17, no. 11 (March 18, 1986). http://dx.doi.org/10.1002/chin.198611224.

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34

KANG, S. H., and C. Y. HONG. "ChemInform Abstract: Simple Synthetic Routes to Geiparvarin." ChemInform 18, no. 36 (September 8, 1987). http://dx.doi.org/10.1002/chin.198736185.

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35

Amato, Claire, and Patrick Calas. "A Novel Geiparvarin Analogue Possessing a Fluorinated Segment." ChemInform 35, no. 16 (April 20, 2004). http://dx.doi.org/10.1002/chin.200416185.

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36

Wang, Bin, Shu Chen, Hua Zou, Jia Du, Zhiming Zhang, and Ping Huang. "Geiparvarin inhibits the progression of osteosarcoma by down-regulating COX2 expression." Current Cancer Drug Targets 23 (December 8, 2022). http://dx.doi.org/10.2174/1568009623666221208113432.

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Abstract:

Background: Geiparvarin (GN) is a natural compound isolated from the leaves of Geijera parviflora and exhibits anticancer activity. Nevertheless, little is known about its anticancer mechanism and anti-osteosarcoma (OS) effects. Aim: This study explored whether GN effectively inhibits the growth and metastasis of osteosarcoma (OS) through a series of in vitro and in vivo experiments. Methods: Cell proliferation was measured by colony formation and MTT assays, and cell invasion was detected by Transwell assay. Flow cytometry and caspase-3 activity assays were carried out to examine cell apoptosis, and western blot analysis was performed to assess protein expression. In the animal experiments, the changes in relevant indexes were determined by immunohistochemistry and tumor vessel imaging. Results: Animal experiments showed that GN treatment significantly inhibited the growth and lung metastasis of OS, accompanied by increased apoptosis. In addition, GN treatment notably diminished COX2 expression and angiogenesis in OS. Moreover, COX2 overexpression nullified GN-induced decline in angiogenesis, growth, and lung metastasis and increased apoptosis in OS. Of note, the body weight of mice was enhanced after GN treatment, and the pathological examination manifested that GN treatment did not cause any damage to major organs. Conclusion: Our data indicated that GN might depress the growth, metastasis, and angiogenesis of OS by decreasing COX2 expression, suggesting GN is a favorable candidate drug for OS treatment without side effects. Hence, it can be concluded that geiparvarin inhibits OS progression by reducing COX2 expression.

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37

BARALDI, P. G., A. BARCO, S. BENETTI, A. CASOLARI, S. MANFREDINI, G. P. POLLINI, and D. SIMONI. "ChemInform Abstract: Isoxazole-Mediated Synthesis of Geiparvarin and Dihydrogeiparvarin." ChemInform 19, no. 25 (June 21, 1988). http://dx.doi.org/10.1002/chin.198825360.

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38

BARALDI, P. G., M. GUARNERI, S. MANFREDINI, D. SIMONI, J. BALZARINI, and E. DE CLERCQ. "ChemInform Abstract: Synthesis and Cytostatic Activity of Geiparvarin Analogues." ChemInform 20, no. 29 (July 18, 1989). http://dx.doi.org/10.1002/chin.198929147.

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39

BARALDI, P. G., A. BARCO, S. BENETTI, M. GUARNERI, S. MANFREDINI, G. P. POLLINI, and D. SIMONI. "ChemInform Abstract: A New Nitrile Oxide Based Synthesis of the Antitumor Agent Geiparvarin." Chemischer Informationsdienst 17, no. 8 (February 25, 1986). http://dx.doi.org/10.1002/chin.198608182.

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40

TSUGE, O., S. KANEMASA, and H. SUGA. "ChemInform Abstract: An Entry to 5-(1-Alkenyl)-3(2H)-furanones Through Cycloaddition of Phosphorus-Functionalized Nitrile Oxide to Acetylene Alcohols. An Effective Synthesis of Geiparvarin." ChemInform 18, no. 42 (October 20, 1987). http://dx.doi.org/10.1002/chin.198742173.

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