The DOI matches its Crossref record; 481 of the 481 references it cites were found in a registry or an index.
Anticancer steroids: linking natural and semi-synthetic compounds
Abstract
Steroids, a widespread class of natural organic compounds occurring in animals, plants and fungi, have shown great therapeutic value for a broad array of pathologies. The present overview is focused on the anticancer activity of steroids, which is very representative of a rich structural molecular diversity and ability to interact with various biological targets and pathways. This review encompasses the most relevant discoveries on steroid anticancer drugs and leads through the last decade and comprises 668 references.
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Items 401–481 of 481
New Cytotoxic Steroids from the Indian Ocean Sponge Axinella cf. bidderi
Funel, C., Berrué, F., Roussakis, C., et al. (2004) · Journal of Natural Products · doi:10.1021/np034021t · Cited by 33
Novel Steroidal Vinyl Fluorides as Inhibitors of Steroid C17(20) Lyase
Burkhart, J. P., Weintraub, P. M., Gates, C. A., Resvick, R. J., Vaz, R. J., Friedrich, D., Angelastro, M. R., Bey, P., & Peet, N. P. (2002) · Bioorganic & Medicinal Chemistry · doi:10.1016/s0968-0896(01)00354-6 · Cited by 33
Woelfling, J., Oravecz, É. A., Ondré, D., Mernyák, E., Schneider, G., Tóth, I., Szécsi, M., & Julesz, J. (2006) · Steroids · doi:10.1016/j.steroids.2006.05.011 · Cited by 32
Enantiospecific Interactions between Cholesterol and Phospholipids
Alakoskela, J.-M. I., Sabatini, K., Jiang, X. Q., Laitala, V. S., Covey, D. F., & Kinnunen, P. K. J. (2008) · Langmuir · doi:10.1021/la702909q · Cited by 32
Antiproliferative cardenolides from Periploca graeca
Spera, D., Siciliano, T., Tommasi, N. D., Braca, A., & Vessières, A. (2007) · Planta Medica · doi:10.1055/s-2007-967133 · Cited by 32
Prassas, I., Paliouras, M., Datti, A., & Diamandis, E. P. (2008) · Clinical Cancer Research · doi:10.1158/1078-0432.ccr-08-0706 · Cited by 32
Narisawa, T., Fukaura, Y., Terada, K., & Sekiguchi, H. (1999) · PubMed · Cited by 32
Yamamoto, Y., Shibata, J., Yonekura, K., Sato, K., Hashimoto, A., Aoyagi, Y., Wierzba, K., Yano, S., Asao, T., Buzdar, A. U., et al. (2005) · Clinical Cancer Research · doi:10.1158/1078-0432.315.11.1 · Cited by 32
Park, S.-E., Lee, S. W., Hossain, M. A., Kim, M. Y., Kim, M. K., Ahn, E. Y., Park, Y. C., Suh, H., Kim, G., Choi, Y. H., et al. (2008) · Cancer Letters · doi:10.1016/j.canlet.2008.04.038 · Cited by 31
Ondré, D., Woelfling, J., Tóth, I., Szécsi, M., Julesz, J., & Schneider, G. (2009) · Steroids · doi:10.1016/j.steroids.2009.08.001 · Cited by 30
New steroidal lactones as 5α-reductase inhibitors and antagonists for the androgen receptor
Garrido, M., Bratoeff, E., Bonilla, D., Soriano, J., Heuze, Y., & Cabeza, M. (2011) · The Journal of Steroid Biochemistry and Molecular Biology · doi:10.1016/j.jsbmb.2011.07.001 · Cited by 30
Bile acid-based polyaminocarboxylate conjugates as targeted antitumor agents
Chong, H., Song, H. A., Ma, X., Lim, S., Sun, X. Y., & Mhaske, S. B. (2009) · Chemical Communications · doi:10.1039/b823000e · Cited by 30
Vallejo, M., Castro, M. A., Medarde, M., Macı́as, R. I. R., Romero, M. R., El-Mir, M. Y., Monte, M. J., Briz, Ó., Serrano, M. A., & Marı́n, J. J. G. (2006) · Biochemical Pharmacology · doi:10.1016/j.bcp.2006.12.027 · Cited by 30
Iványi, Z., Woelfling, J., Görbe, T., Szécsi, M., Wittmann, T., & Schneider, G. (2010) · Steroids · doi:10.1016/j.steroids.2010.02.013 · Cited by 30
Cytotoxic cardenolides from the stems of Periploca forrestii
Li, Y., Liu, Y., Yu, S., Chen, X., Wu, X., Ma, S., Qu, J., Hu, Y., Liu, J., & Lv, H. (2011) · Steroids · doi:10.1016/j.steroids.2011.12.013 · Cited by 30
Synthesis of novel C17 steroidal carbamates
Moreira, V. M., Vasaitis, T. S., Guo, Z., Njar, V. C. O., & Salvador, J. A. R. (2008) · Steroids · doi:10.1016/j.steroids.2008.05.010 · Cited by 30
Self-citationNonpolar and Short Side Chain Groups at C-11β of Estradiol Result in Antiestrogens
Zhang, J., Labaree, D. C., & Hochberg, R. B. (2005) · Journal of Medicinal Chemistry · doi:10.1021/jm049352x · Cited by 29
Side‐chain oxysterol regulation of 3‐Hydroxy‐3‐methylglutaryl Coenzyme A reductase activity
Parish, E. J., Parish, S. C., & Li, S. (1995) · Lipids · doi:10.1007/bf02537828 · Cited by 29
Cellular toxicity of oxycholesterols
Wielkoszyński, T., Gawron, K., Strzelczyk, J. K., Bodzek, P., Zalewska−Ziob, M., Trapp, G., Srebniak, M. I., & Wiczkowski, A. (2006) · BioEssays · doi:10.1002/bies.20383 · Cited by 28
Lack of enantiomeric specificity in the effects of anesthetic steroids on lipid bilayers
Alakoskela, J.-M. I., Covey, D. F., & Kinnunen, P. K. J. (2006) · Biochimica et Biophysica Acta (BBA) - Biomembranes · doi:10.1016/j.bbamem.2006.07.011 · Cited by 28
Watabe, M., Nakajo, S., Yoshida, T., Kuroiwa, Y., & Nakaya, K. (1997) · PubMed · Cited by 28
Aromatase inhibitors and breast cancer prevention
Litton, J. K., Arun, B., Brown, P. H., & Hortobágyi, G. N. (2012) · Expert Opinion on Pharmacotherapy · doi:10.1517/14656566.2012.651459 · Cited by 28
Bratoeff, E., Cabeza, M., Pérez-Ornelas, V., Recillas‐Morales, S., & Heuze, I. (2008) · The Journal of Steroid Biochemistry and Molecular Biology · doi:10.1016/j.jsbmb.2008.06.014 · Cited by 27
Hanson, R. N., Lee, C. Y., Friel, C. J., Dilis, R., Hughes, A., & DeSombre, E. R. (2003) · Journal of Medicinal Chemistry · doi:10.1021/jm0205806 · Cited by 27
Competitive product inhibition of aromatase by natural estrogens
Shimizu, Y., Yarborough, C., & Osawa, Y. (1993) · The Journal of Steroid Biochemistry and Molecular Biology · doi:10.1016/0960-0760(93)90274-z · Cited by 27
Utanohara, S., Tsuji, M., Momma, S., Morio, Y., & Oguchi, K. (2005) · Toxicology · doi:10.1016/j.tox.2005.05.025 · Cited by 27
Haux, J., Solheim, O., Isaksen, T., & Angelsen, A. (2000) · Deutsche Zeitschrift für Onkologie · doi:10.1055/s-2000-11219 · Cited by 27
Marwah, P., Marwah, A. K., Lardy, H. A., Miyamoto, H., & Chang, C. (2006) · Bioorganic & Medicinal Chemistry · doi:10.1016/j.bmc.2006.05.022 · Cited by 27
Discovery of a novel hybrid from finasteride and epristeride as 5α-reductase inhibitor
Yao, Z., Xu, Y., Zhang, M., Jiang, S., Nicklaus, M. C., & Liao, C. (2010) · Bioorganic & Medicinal Chemistry Letters · doi:10.1016/j.bmcl.2010.10.112 · Cited by 26
Ishimaru, C., Yonezawa, Y., Kuriyama, I., Nishida, M., Yoshida, H., & Mizushina, Y. (2008) · Lipids · doi:10.1007/s11745-007-3149-y · Cited by 26
Kanno, Y., Hikosaka, R., Zhang, S., Inoue, Y., Nakahama, T., Kato, K., Yamaguchi, A., Tominaga, N., Kohra, S., Arizono, K., et al. (2011) · Biological and Pharmaceutical Bulletin · doi:10.1248/bpb.34.318 · Cited by 26
Vitamin D Analogs as Anti-Carcinogenic Agents
Agoston, E. S., Hatcher, M. A., Kensler, T. W., et al. (2006) · Anti-Cancer Agents in Medicinal Chemistry · doi:10.2174/187152006784111369 · Cited by 25
Lawson, M. P., Stoilov, I. L., Thompson, J. E., & Djerassi, C. (1988) · Lipids · doi:10.1007/bf02536216 · Cited by 24
Park, K., Lee, G. Y., Park, R., et al. (2007) · Pharmaceutical Research · doi:10.1007/s11095-007-9366-5 · Cited by 24
Dietary Vitamin D Intake and Cancers of the Colon and Rectum: A Case-Control Study in Italy
Lipworth, L. P., Bender, T. J., Rossi, M., et al. (2008) · Nutrition and Cancer · doi:10.1080/01635580802348633 · Cited by 24
Cytotoxic and HIF-1α Inhibitory Compounds from Crossosoma bigelovii
Klausmeyer, P., Zhou, Q., Scudiero, D. A., Uranchimeg, B., Melillo, G., Cardellina, J. H., Shoemaker, R. H., Chang, C., & McCloud, T. G. (2009) · Journal of Natural Products · doi:10.1021/np8006342 · Cited by 24
Neighboring group participation
Ondré, D., Woelfling, J., Iványi, Z., Schneider, G., Tóth, I., Szécsi, M., & Julesz, J. (2008) · Steroids · doi:10.1016/j.steroids.2008.06.011 · Cited by 23
Mixed steroidal tetraoxanes induce apoptotic cell death in tumor cells
Žižak, Ž. S., Juranić, Z. D., Opsenica, D., et al. (2008) · Investigational New Drugs · doi:10.1007/s10637-008-9197-1 · Cited by 23
Toxicity of cholesterol oxides on cultured neuroretinal cells
Chang, J. Y., & Liu, L.-Z. (1998) · Current Eye Research · doi:10.1076/ceyr.17.1.95.5252 · Cited by 23
Usera, A. R., Dolan, P. M., Kensler, T. W., et al. (2007) · Bioorganic & Medicinal Chemistry · doi:10.1016/j.bmc.2007.05.051 · Cited by 23
Monte, M. J., Ballestero, M. R., Briz, Ó., Perez, M. J., & Marı́n, J. J. G. (2005) · Journal of Pharmacology and Experimental Therapeutics · doi:10.1124/jpet.105.086165 · Cited by 23
Kim (2009) · International Journal of Oncology · doi:10.3892/ijo_00000262 · Cited by 23
Kumar, S. P., Shilpa, P., & Salimath, B. P. (2009) · MyPrints@UOM (Mysore University Library) · Cited by 23
Aggarwal, S., Thareja, S., Bhardwaj, T., & Kumar, M. (2009) · European Journal of Medicinal Chemistry · doi:10.1016/j.ejmech.2009.10.030 · Cited by 22
Kenny, O. M., O’Callaghan, Y. C., O’Connell, N. M., McCarthy, F. O., Maguire, A. R., & O’Brien, N. M. (2012) · Journal of Agricultural and Food Chemistry · doi:10.1021/jf204737e · Cited by 22
Bile Reflux in the Constellation of Gastroesophageal Reflux Disease
Kauer, W. K. H., & Stein, H. J. (2005) · Thoracic surgery clinics/Thorac. surg. clin. · doi:10.1016/j.thorsurg.2005.03.004 · Cited by 21
Cytotoxic Cardenolides from Streptocaulon griffithii
Zhang, X., Zhu, H., Yu, Q., & Xuan, L. (2007) · Chemistry & Biodiversity · doi:10.1002/cbdv.200790091 · Cited by 21
Bratoeff, E., García, P., Heuze, Y., Soriano, J., Mejía, A., Labastida, A. M., Valencia, N., & Cabeza, M. (2010) · Steroids · doi:10.1016/j.steroids.2010.03.006 · Cited by 20
Siless, G. E., Knott, M. E., Derita, M., Zacchino, S. A., Puricelli, L., & Palermo, J. A. (2011) · Steroids · doi:10.1016/j.steroids.2011.09.012 · Cited by 20
Mechanism for aromatase inactivation by a suicide substrate, androst-4-ene-3,6,17-trione
Numazawa, M., Mutsumi, A., & Tachibana, M. (1996) · Biochemical Pharmacology · doi:10.1016/0006-2952(96)00479-0 · Cited by 20
Calcitriol derivatives with two different side chains at C-20
Maehr, H., Uskoković, M. R., Adorini, L., Penna, G., Mariani, R., Panina‐Bordignon, P., Passini, N., Bono, E. B., Perego, S., Biffi, M., et al. (2007) · The Journal of Steroid Biochemistry and Molecular Biology · doi:10.1016/j.jsbmb.2006.12.001 · Cited by 20
Deepak, D., Srivastava, S., Khare, N. K., & Khare, A. (1996) · Fortschritte der Chemie Organischer Naturstoffe/Fortschritte der Chemie organischer Naturstoffe/Progress in the chemistry of organic natural products · doi:10.1007/978-3-7091-6578-2_2 · Cited by 20
Time-dependent inactivation of steroid C17(20) lyase by 17β-cyclopropyl ether-substituted steroids
Angelastro, M. R., Marquart, A. L., Weintraub, P. M., Gates, C. A., Laughlin, M. E., Blohm, T. R., & Peet, N. P. (1996) · Bioorganic & Medicinal Chemistry Letters · doi:10.1016/0960-894x(95)00566-c · Cited by 19
Synthesis of ent-25-hydroxycholesterol
Westover, E. J., & Covey, D. F. (2006) · Steroids · doi:10.1016/j.steroids.2006.01.007 · Cited by 19
Hanson, R. N., Hua, E., Hendricks, J. A., Labaree, D. C., & Hochberg, R. B. (2012) · Bioorganic & Medicinal Chemistry · doi:10.1016/j.bmc.2012.04.041 · Cited by 19
Carubbi, F., Guicciardi, M. E., Concari, M., Loria, P., Bertolotti, M., & Carulli, N. (2002) · Biochimica et Biophysica Acta (BBA) - Molecular and Cell Biology of Lipids · doi:10.1016/s1388-1981(01)00184-6 · Cited by 19
A time-dependent inactivation of aromatase by 19-oxygenated androst-4-ene-3,6,17-triones
Numazawa, M., Mutsumi, A., Hoshi, K., et al. (1991) · The Journal of Steroid Biochemistry and Molecular Biology · doi:10.1016/0960-0760(91)90356-a · Cited by 18
TAS-108: A Novel Steroidal Antiestrogen
Buzdar, A. U. (2005) · Clinical Cancer Research · doi:10.1158/1078-0432.906s.11.2 · Cited by 17
Brard, L., Lange, T. S., Robison, K. M., Kim, K., Ara, T., McCallum, M. M., Arnold, L. A., Moore, R. G., & Singh, R. K. (2011) · Gynecologic Oncology · doi:10.1016/j.ygyno.2011.07.002 · Cited by 17
Aggarwal, S., Thareja, S., Bhardwaj, T. R., & Kumar, M. (2010) · Steroids · doi:10.1016/j.steroids.2010.02.005 · Cited by 17
Hanson, R. N., Friel, C. J., Dilis, R., Hughes, A., & DeSombre, E. R. (2005) · Journal of Medicinal Chemistry · doi:10.1021/jm040157s · Cited by 17
Steroid derivatives as pure antagonists of the androgen receptor
Gauthier, S., Martel, C., & Labrie, F. (2012) · The Journal of Steroid Biochemistry and Molecular Biology · doi:10.1016/j.jsbmb.2012.02.006 · Cited by 17
Cabeza, M., Zambrano, A., Heuze, I., Carrizales, E., Palacios, A., Segura, T., Valencia, N., & Bratoeff, E. (2009) · Steroids · doi:10.1016/j.steroids.2009.04.009 · Cited by 16
Mostafa, Y. A., & Taylor, S. D. (2012) · Bioorganic & Medicinal Chemistry · doi:10.1016/j.bmc.2011.12.036 · Cited by 16
Oxidised Products of Cholesterol: Their Role in Apoptosis
Ryan, L. (2005) · Current Nutrition & Food Science · doi:10.2174/1573401052953285 · Cited by 16
López‐Lázaro, M., Pastor, N., Azrak, S. S., Ayuso, M. J., Cortés, F., & Austin, C. A. (2006) · Leukemia Research · doi:10.1016/j.leukres.2005.11.005 · Cited by 16
A new cytotoxic cholesterol sulfate from marine spongeHalichondria rugosa
Zhang, H., Sun, J., Lin, H., Wang, Z., Tang, H., Cheng, P., Chen, W., & Yi, Y. (2007) · Natural Product Research · doi:10.1080/14786410701371330 · Cited by 15
New ester derivatives of dehydroepiandrosterone as 5α-reductase inhibitors
Arellano, Y., Bratoeff, E., Garrido, M., Soriano, J., Heuze, Y., & Cabeza, M. (2011) · Steroids · doi:10.1016/j.steroids.2011.05.015 · Cited by 14
Bile acids in serum and bile of patients with cholesterol gallstone
Han, T. (1998) · World Journal of Gastroenterology · doi:10.3748/wjg.v4.i1.82 · Cited by 14
Bile acids as possible human carcinogens: new tricks from an old dog
Costarelli, V. (2009) · International Journal of Food Sciences and Nutrition · doi:10.1080/09637480902970967 · Cited by 13
Solid Phase Synthesis of 17α-E/Z-(X-Phenyl)-Vinyl Estradiols Using the Stille Coupling Reaction
Lee, C. Y., & Hanson, R. N. (2000) · Tetrahedron · doi:10.1016/s0040-4020(00)00004-1 · Cited by 13
Aromatic esters of progesterone as 5α-reductase and prostate growth inhibitors
Bratoeff, E., Segura, T., Recillas‐Morales, S., Carrizales, E., Palacios, A., Heuze, I., & Cabeza, M. (2008) · Journal of Enzyme Inhibition and Medicinal Chemistry · doi:10.1080/14756360802323720 · Cited by 12
Garay, E., Jankowski, P., Lizano, P. L., Marczak, S., Maehr, H., Adorini, L., Uskoković, M. R., & Studzinski, G. P. (2007) · Bioorganic & Medicinal Chemistry · doi:10.1016/j.bmc.2007.04.034 · Cited by 12
Targeting the estrogen receptor with metal-carbonyl derivatives of estradiol
Hanson, R. N., Kirss, R. U., McCaskill, E., Hua, E., Tongcharoensirikul, P., Olmsted, S. L., Labaree, D. C., & Hochberg, R. B. (2012) · Bioorganic & Medicinal Chemistry Letters · doi:10.1016/j.bmcl.2011.12.111 · Cited by 11
Yamashita, D. S., Holt, D. A., Oh, H.-J., Shah, D., Yen, H.-K., Brandt, M. A., & Levy, M. A. (1996) · Bioorganic & Medicinal Chemistry · doi:10.1016/0968-0896(96)00141-1 · Cited by 10
A new cytotoxic bufadienolide from Chinese medicine Chansu
Xin, X. L., Lan, R., Huang, J. M., Wang, X. J., & Jia, J. M. (2008) · Chinese Chemical Letters · doi:10.1016/j.cclet.2008.09.037 · Cited by 10
Neves, M. A. C., Dinis, T. C. P., Colombo, G., & Melo, M. L. S. E. (2008) · The Journal of Steroid Biochemistry and Molecular Biology · doi:10.1016/j.jsbmb.2007.10.011 · Cited by 9
Self-citationUse of functional assays to detect and quantify functional selectivity
Clarke, W. P., & Berg, K. A. (2010) · Drug Discovery Today Technologies · doi:10.1016/j.ddtec.2010.07.001 · Cited by 9
Olmsted, S. L., Tongcharoensirikul, P., McCaskill, E., Gandiaga, K., Labaree, D. C., Hochberg, R. B., & Hanson, R. N. (2011) · Bioorganic & Medicinal Chemistry Letters · doi:10.1016/j.bmcl.2011.12.003 · Cited by 8
Bratoeff, E., Zambrano, A., Heuze, I., Palacios, A., Ramírez, D. A. R., & Cabeza, M. (2009) · Journal of Enzyme Inhibition and Medicinal Chemistry · doi:10.3109/14756360903179401 · Cited by 7
Szécsi, M., Ondré, D., Tóth, I., Magony, S., Woelfling, J., Schneider, G., & Julesz, J. (2010) · Acta Biologica Hungarica · doi:10.1556/abiol.61.2010.3.4 · Cited by 4
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Self-citationAgarwal, D. S., Anantaraju, H. S., Sriram, D., Yogeeswari, P., Nanjegowda, S. H., Mallu, P., & Sakhuja, R. (2016) · Steroids · doi:10.1016/j.steroids.2015.12.022 · Cited by 37
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Metadata
- Authors
- Salvador, J. A. R., Carvalho, J. F. S., Neves, M. A. C., Silvestre, S. M., Leitão, A. J., Silva, M. M. C., & Sá e Melo, M. L.
- Venue
- Nat. Prod. Rep.
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2013
- Volume
- 30
- Issue
- 2
- Pages
- 324-374
- ISSN
- 0265-0568 (ISSN-L)
- 1460-4752
- OpenAlex
- W2037242231
- Cited by
- 276
- References
- 481
- FWCI
- 5.58
- Type
- journal article
- Language
- en
- Open access
- closed
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