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Advancements in Pharmacotherapy for Noncancerous Manifestations of HPV.

Journal of clinical medicine

Kollipara R, Ekhlassi E, Downing C, Guidry J, Lee M, Tyring SK.
PMID: 26239450
J Clin Med. 2015 Apr 24;4(5):832-46. doi: 10.3390/jcm4050832.

Human papillomavirus (HPV) is the most common sexually transmitted disease. Via infection of the basal epithelial cells, HPV causes numerous malignancies and noncancerous cutaneous manifestations. Noncancerous cutaneous manifestations of HPV, including common, plantar, plane, and anogenital warts, are among...

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Kollipara R, Ekhlassi E, Downing C, et al. Advancements in Pharmacotherapy for Noncancerous Manifestations of HPV. J Clin Med. 2015;4(5):832-46doi: 10.3390/jcm4050832.
Kollipara, R., Ekhlassi, E., Downing, C., Guidry, J., Lee, M., & Tyring, S. K. (2015). Advancements in Pharmacotherapy for Noncancerous Manifestations of HPV. Journal of clinical medicine, 4(5), 832-46. https://doi.org/10.3390/jcm4050832
Kollipara, Ramya, et al. "Advancements in Pharmacotherapy for Noncancerous Manifestations of HPV." Journal of clinical medicine vol. 4,5 (2015): 832-46. doi: https://doi.org/10.3390/jcm4050832
Kollipara R, Ekhlassi E, Downing C, Guidry J, Lee M, Tyring SK. Advancements in Pharmacotherapy for Noncancerous Manifestations of HPV. J Clin Med. 2015 Apr 24;4(5):832-46. doi: 10.3390/jcm4050832. PMID: 26239450; PMCID: PMC4470201.
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Synthesis and Anticancer Activity of 4β-Triazole-podophyllotoxin Glycosides.

Natural products and bioprospecting

Zi CT, Li GT, Li Y, Zhou J, Ding ZT, Jiang ZH, Hu JM.
PMID: 25869591
Nat Prod Bioprospect. 2015 Apr 14; doi: 10.1007/s13659-015-0057-3. Epub 2015 Apr 14.

A series of novel 4β-triazole-podophyllotoxin glycosides were synthesized by utilizing the Click reaction. Evaluation of cytotoxicity against a panel of five human cancer cell lines (HL-60, SMMC-7721, A-549, MCF-7, SW480) using MTT assay shows that most of these compounds...

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Zi CT, Li GT, Li Y, et al. Synthesis and Anticancer Activity of 4β-Triazole-podophyllotoxin Glycosides. Nat Prod Bioprospect. 2015;doi: 10.1007/s13659-015-0057-3.
Zi, C. T., Li, G. T., Li, Y., Zhou, J., Ding, Z. T., Jiang, Z. H., & Hu, J. M. (2015). Synthesis and Anticancer Activity of 4β-Triazole-podophyllotoxin Glycosides. Natural products and bioprospecting, . https://doi.org/10.1007/s13659-015-0057-3
Zi, Cheng-Ting, et al. "Synthesis and Anticancer Activity of 4β-Triazole-podophyllotoxin Glycosides." Natural products and bioprospecting vol. (2015). doi: https://doi.org/10.1007/s13659-015-0057-3
Zi CT, Li GT, Li Y, Zhou J, Ding ZT, Jiang ZH, Hu JM. Synthesis and Anticancer Activity of 4β-Triazole-podophyllotoxin Glycosides. Nat Prod Bioprospect. 2015 Apr 14; doi: 10.1007/s13659-015-0057-3. Epub 2015 Apr 14. PMID: 25869591; PMCID: PMC4402586.
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Dearomatizing cyclization of arylsulfonylalkoxymethyl lithiums: a route to the podophyllotoxin skeleton.

Organic letters

Clayden J, Kenworthy MN, Helliwell M.
PMID: 12633083
Org Lett. 2003 Mar 20;5(6):831-4. doi: 10.1021/ol0340585.

[reaction: see text] The phenylsulfonyl group promotes the dearomatizing cyclization of tethered organolithiums onto aromatic rings. With an ether tether, the cyclizations create a new tetrahydrofuran ring, and both cyclization and subsequent electrophilic quenches proceed with high levels of...

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Clayden J, Kenworthy MN, Helliwell M. Dearomatizing cyclization of arylsulfonylalkoxymethyl lithiums: a route to the podophyllotoxin skeleton. Org Lett. 2003;5(6):831-4doi: 10.1021/ol0340585.
Clayden, J., Kenworthy, M. N., & Helliwell, M. (2003). Dearomatizing cyclization of arylsulfonylalkoxymethyl lithiums: a route to the podophyllotoxin skeleton. Organic letters, 5(6), 831-4. https://doi.org/10.1021/ol0340585
Clayden, Jonathan, et al. "Dearomatizing cyclization of arylsulfonylalkoxymethyl lithiums: a route to the podophyllotoxin skeleton." Organic letters vol. 5,6 (2003): 831-4. doi: https://doi.org/10.1021/ol0340585
Clayden J, Kenworthy MN, Helliwell M. Dearomatizing cyclization of arylsulfonylalkoxymethyl lithiums: a route to the podophyllotoxin skeleton. Org Lett. 2003 Mar 20;5(6):831-4. doi: 10.1021/ol0340585. PMID: 12633083.
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Podophyllum hexandrum Offers Radioprotection by Modulating Free Radical Flux: Role of Aryl-Tetralin Lignans.

Evidence-based complementary and alternative medicine : eCAM

Chawla R, Arora R, Singh S, Sagar RK, Sharma RK, Kumar R, Sharma A, Tripathi RP, Puri SC, Khan HA, Shawl AS, Sultan P, Krishan T, Qazi GN.
PMID: 17173115
Evid Based Complement Alternat Med. 2006 Dec;3(4):503-11. doi: 10.1093/ecam/nel037. Epub 2006 Jun 21.

We have evaluated the effect of variation in aryl-tetralin lignans on the radioprotective properties of Podophyllum hexandrum. Two fractionated fractions of P. hexandrum [methanolic (S1) and chloroform fractions (S2)], with varying aryl-tetralin lignan content were utilized for the present...

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Chawla R, Arora R, Singh S, et al. Podophyllum hexandrum Offers Radioprotection by Modulating Free Radical Flux: Role of Aryl-Tetralin Lignans. Evid Based Complement Alternat Med. 2006;3(4):503-11doi: 10.1093/ecam/nel037.
Chawla, R., Arora, R., Singh, S., Sagar, R. K., Sharma, R. K., Kumar, R., Sharma, A., Tripathi, R. P., Puri, S. C., Khan, H. A., Shawl, A. S., Sultan, P., Krishan, T., & Qazi, G. N. (2006). Podophyllum hexandrum Offers Radioprotection by Modulating Free Radical Flux: Role of Aryl-Tetralin Lignans. Evidence-based complementary and alternative medicine : eCAM, 3(4), 503-11. https://doi.org/10.1093/ecam/nel037
Chawla, Raman, et al. "Podophyllum hexandrum Offers Radioprotection by Modulating Free Radical Flux: Role of Aryl-Tetralin Lignans." Evidence-based complementary and alternative medicine : eCAM vol. 3,4 (2006): 503-11. doi: https://doi.org/10.1093/ecam/nel037
Chawla R, Arora R, Singh S, Sagar RK, Sharma RK, Kumar R, Sharma A, Tripathi RP, Puri SC, Khan HA, Shawl AS, Sultan P, Krishan T, Qazi GN. Podophyllum hexandrum Offers Radioprotection by Modulating Free Radical Flux: Role of Aryl-Tetralin Lignans. Evid Based Complement Alternat Med. 2006 Dec;3(4):503-11. doi: 10.1093/ecam/nel037. Epub 2006 Jun 21. PMID: 17173115; PMCID: PMC1697744.
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4-Des-oxy-4β-[(5-meth-oxy-1H-indol-3-yl)oxalylamino]podophyllotoxin methanol solvate.

Acta crystallographica. Section E, Structure reports online

Feng M, Zhao M, Zhang J, Yang Z, Chen H.
PMID: 21581314
Acta Crystallogr Sect E Struct Rep Online. 2008 Nov 13;64:o2339. doi: 10.1107/S1600536808035319.

The main mol-ecule of the title solvate, C(33)H(30)N(2)O(10)·CH(3)OH, is a new anti-tumor agent, which shows cytotoxicity against MDR cancer cell lines. It has been synthesized by coupling 4β-amino-podophyllotoxin with (5-meth-oxy-1H-indol-3-yl)glyoxyl chloride and structurally characterized. There are two crystallographically independent...

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Feng M, Zhao M, Zhang J, et al. 4-Des-oxy-4β-[(5-meth-oxy-1H-indol-3-yl)oxalylamino]podophyllotoxin methanol solvate. Acta Crystallogr Sect E Struct Rep Online. 2008;64:o2339doi: 10.1107/S1600536808035319.
Feng, M., Zhao, M., Zhang, J., Yang, Z., & Chen, H. (2008). 4-Des-oxy-4β-[(5-meth-oxy-1H-indol-3-yl)oxalylamino]podophyllotoxin methanol solvate. Acta crystallographica. Section E, Structure reports online, 64o2339. https://doi.org/10.1107/S1600536808035319
Feng, Min, et al. "4-Des-oxy-4β-[(5-meth-oxy-1H-indol-3-yl)oxalylamino]podophyllotoxin methanol solvate." Acta crystallographica. Section E, Structure reports online vol. 64 (2008): o2339. doi: https://doi.org/10.1107/S1600536808035319
Feng M, Zhao M, Zhang J, Yang Z, Chen H. 4-Des-oxy-4β-[(5-meth-oxy-1H-indol-3-yl)oxalylamino]podophyllotoxin methanol solvate. Acta Crystallogr Sect E Struct Rep Online. 2008 Nov 13;64:o2339. doi: 10.1107/S1600536808035319. PMID: 21581314; PMCID: PMC2959988.
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Production of podophyllotoxin in Linum linearifolium in vitro cultures.

Pharmacognosy magazine

Ionkova I, Antonova I, Momekov G, Fuss E.
PMID: 20931076
Pharmacogn Mag. 2010 Jul;6(23):180-5. doi: 10.4103/0973-1296.66932.

For the first time, callus and suspension cultures of Linum linearifolium were initiated. Podophyllotoxin (PTOX), a strong antitumor precursor, was isolated from the calli and suspension, as a main lignan besides smaller amount of 6-methoxypodophyllotoxin (6MPTOX). L. linearifolium is...

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Ionkova I, Antonova I, Momekov G, et al. Production of podophyllotoxin in Linum linearifolium in vitro cultures. Pharmacogn Mag. 2010;6(23):180-5doi: 10.4103/0973-1296.66932.
Ionkova, I., Antonova, I., Momekov, G., & Fuss, E. (2010). Production of podophyllotoxin in Linum linearifolium in vitro cultures. Pharmacognosy magazine, 6(23), 180-5. https://doi.org/10.4103/0973-1296.66932
Ionkova, I, et al. "Production of podophyllotoxin in Linum linearifolium in vitro cultures." Pharmacognosy magazine vol. 6,23 (2010): 180-5. doi: https://doi.org/10.4103/0973-1296.66932
Ionkova I, Antonova I, Momekov G, Fuss E. Production of podophyllotoxin in Linum linearifolium in vitro cultures. Pharmacogn Mag. 2010 Jul;6(23):180-5. doi: 10.4103/0973-1296.66932. PMID: 20931076; PMCID: PMC2950379.
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Proteins differentially expressed in elicited cell suspension culture of Podophyllum hexandrum with enhanced podophyllotoxin content.

Proteome science

Bhattacharyya D, Sinha R, Ghanta S, Chakraborty A, Hazra S, Chattopadhyay S.
PMID: 22621772
Proteome Sci. 2012 May 23;10(1):34. doi: 10.1186/1477-5956-10-34.

BACKGROUND: Podophyllotoxin (PTOX), the precursor for semi-synthesis of cancer therapeutics like etoposide, teniposide and etophos, is primarily obtained from an endangered medicinal herb, Podophyllum hexandrum Royle. PTOX, a lignan is biosynthetically derived from the phenylpropanoid pathway. The aim of...

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Bhattacharyya D, Sinha R, Ghanta S, et al. Proteins differentially expressed in elicited cell suspension culture of Podophyllum hexandrum with enhanced podophyllotoxin content. Proteome Sci. 2012;10(1):34doi: 10.1186/1477-5956-10-34.
Bhattacharyya, D., Sinha, R., Ghanta, S., Chakraborty, A., Hazra, S., & Chattopadhyay, S. (2012). Proteins differentially expressed in elicited cell suspension culture of Podophyllum hexandrum with enhanced podophyllotoxin content. Proteome science, 10(1), 34. https://doi.org/10.1186/1477-5956-10-34
Bhattacharyya, Dipto, et al. "Proteins differentially expressed in elicited cell suspension culture of Podophyllum hexandrum with enhanced podophyllotoxin content." Proteome science vol. 10,1 (2012): 34. doi: https://doi.org/10.1186/1477-5956-10-34
Bhattacharyya D, Sinha R, Ghanta S, Chakraborty A, Hazra S, Chattopadhyay S. Proteins differentially expressed in elicited cell suspension culture of Podophyllum hexandrum with enhanced podophyllotoxin content. Proteome Sci. 2012 May 23;10(1):34. doi: 10.1186/1477-5956-10-34. PMID: 22621772; PMCID: PMC3499389.
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Cytotoxic activity against resistant human tumor-cell lines by 2 synthetic demethylpodophyllotoxin derivatives - a single stereoisomeric change prevents cell-death by apoptosis.

International journal of oncology

Morimoto H, Robin J, Broquet C, Menciahuerta J, Braquet P, Bonavida B.
PMID: 21573473
Int J Oncol. 1993 Dec;3(6):1061-6. doi: 10.3892/ijo.3.6.1061.

The podophyllotoxin derivative, etoposide, is currently being used in patients with variant malignant diseases. However, studies show resistance to etoposide develops, and thus new agents to overcome resistance are needed. The present study investigated the cytotoxic properties of two...

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Morimoto H, Robin J, Broquet C, et al. Cytotoxic activity against resistant human tumor-cell lines by 2 synthetic demethylpodophyllotoxin derivatives - a single stereoisomeric change prevents cell-death by apoptosis. Int J Oncol. 1993;3(6):1061-6doi: 10.3892/ijo.3.6.1061.
Morimoto, H., Robin, J., Broquet, C., Menciahuerta, J., Braquet, P., & Bonavida, B. (1993). Cytotoxic activity against resistant human tumor-cell lines by 2 synthetic demethylpodophyllotoxin derivatives - a single stereoisomeric change prevents cell-death by apoptosis. International journal of oncology, 3(6), 1061-6. https://doi.org/10.3892/ijo.3.6.1061
Morimoto, H, et al. "Cytotoxic activity against resistant human tumor-cell lines by 2 synthetic demethylpodophyllotoxin derivatives - a single stereoisomeric change prevents cell-death by apoptosis." International journal of oncology vol. 3,6 (1993): 1061-6. doi: https://doi.org/10.3892/ijo.3.6.1061
Morimoto H, Robin J, Broquet C, Menciahuerta J, Braquet P, Bonavida B. Cytotoxic activity against resistant human tumor-cell lines by 2 synthetic demethylpodophyllotoxin derivatives - a single stereoisomeric change prevents cell-death by apoptosis. Int J Oncol. 1993 Dec;3(6):1061-6. doi: 10.3892/ijo.3.6.1061. PMID: 21573473.
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Increased podophyllotoxin production in Podophyllum hexandrum cell suspension cultures after feeding coniferyl alcohol as a β-cyclodextrin complex.

Plant cell reports

Woerdenbag HJ, van Uden W, Frijlink HW, Lerk CF, Pras N, Malingré TM.
PMID: 24226439
Plant Cell Rep. 1990 Jul;9(2):97-100. doi: 10.1007/BF00231558.

Cell suspension cultures, derived from roots of Podophyllum hexandrum Royle (Berberidaceae), accumulate podophyllotoxin. In this study the use of β-cyclodextrin in feeding the poorly water-soluble precursor coniferyl alcohol to these cultures is described. By complexation with β-cyclodextrin, a solution...

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Woerdenbag HJ, van Uden W, Frijlink HW, et al. Increased podophyllotoxin production in Podophyllum hexandrum cell suspension cultures after feeding coniferyl alcohol as a β-cyclodextrin complex. Plant Cell Rep. 1990;9(2):97-100doi: 10.1007/BF00231558.
Woerdenbag, H. J., van Uden, W., Frijlink, H. W., Lerk, C. F., Pras, N., & Malingré, T. M. (1990). Increased podophyllotoxin production in Podophyllum hexandrum cell suspension cultures after feeding coniferyl alcohol as a β-cyclodextrin complex. Plant cell reports, 9(2), 97-100. https://doi.org/10.1007/BF00231558
Woerdenbag, H J, et al. "Increased podophyllotoxin production in Podophyllum hexandrum cell suspension cultures after feeding coniferyl alcohol as a β-cyclodextrin complex." Plant cell reports vol. 9,2 (1990): 97-100. doi: https://doi.org/10.1007/BF00231558
Woerdenbag HJ, van Uden W, Frijlink HW, Lerk CF, Pras N, Malingré TM. Increased podophyllotoxin production in Podophyllum hexandrum cell suspension cultures after feeding coniferyl alcohol as a β-cyclodextrin complex. Plant Cell Rep. 1990 Jul;9(2):97-100. doi: 10.1007/BF00231558. PMID: 24226439.
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Chemotherapy of Metastatic Bladder Cancer.

Cancer

Yagoda A.
PMID: 29603180
Cancer. 1980 Apr;45:1879-1888. doi: 10.1002/cncr.1980.45.s7.1879.

Recent disease-oriented phase II clinical trials in advanced transitional cell carcinoma of the urothelial tract have defined the therapeutic efficacy of cis-diamminedichloride platinum II, Adriamycin and methotrexate. Other agents which may have some activity include cyclophosphamide, the podophyllotoxins, hexamethylmelamine,...

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Yagoda A. Chemotherapy of Metastatic Bladder Cancer. Cancer. 1980;45:1879-1888doi: 10.1002/cncr.1980.45.s7.1879.
Yagoda, A. (1980). Chemotherapy of Metastatic Bladder Cancer. Cancer, 451879-1888. https://doi.org/10.1002/cncr.1980.45.s7.1879
Yagoda, Alan. "Chemotherapy of Metastatic Bladder Cancer." Cancer vol. 45 (1980): 1879-1888. doi: https://doi.org/10.1002/cncr.1980.45.s7.1879
Yagoda A. Chemotherapy of Metastatic Bladder Cancer. Cancer. 1980 Apr;45:1879-1888. doi: 10.1002/cncr.1980.45.s7.1879. PMID: 29603180.
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A Combination of Podophyllotoxin and Rutin Alleviates Radiation-Induced Pneumonitis and Fibrosis through Modulation of Lung Inflammation in Mice.

Frontiers in immunology

Verma S, Kalita B, Bajaj S, Prakash H, Singh AK, Gupta ML.
PMID: 28649248
Front Immunol. 2017 Jun 09;8:658. doi: 10.3389/fimmu.2017.00658. eCollection 2017.

Pneumonitis and pulmonary fibrosis are predominant consequences of radiation exposure, whether planned or accidental. The present study, demonstrates radioprotective potential of a formulation, prepared by combining podophyllotoxin and rutin (G-003M), in mice exposed to 11 Gy thoracic gamma radiation...

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Verma S, Kalita B, Bajaj S, et al. A Combination of Podophyllotoxin and Rutin Alleviates Radiation-Induced Pneumonitis and Fibrosis through Modulation of Lung Inflammation in Mice. Front Immunol. 2017;8:658doi: 10.3389/fimmu.2017.00658.
Verma, S., Kalita, B., Bajaj, S., Prakash, H., Singh, A. K., & Gupta, M. L. (2017). A Combination of Podophyllotoxin and Rutin Alleviates Radiation-Induced Pneumonitis and Fibrosis through Modulation of Lung Inflammation in Mice. Frontiers in immunology, 8658. https://doi.org/10.3389/fimmu.2017.00658
Verma, Savita, et al. "A Combination of Podophyllotoxin and Rutin Alleviates Radiation-Induced Pneumonitis and Fibrosis through Modulation of Lung Inflammation in Mice." Frontiers in immunology vol. 8 (2017): 658. doi: https://doi.org/10.3389/fimmu.2017.00658
Verma S, Kalita B, Bajaj S, Prakash H, Singh AK, Gupta ML. A Combination of Podophyllotoxin and Rutin Alleviates Radiation-Induced Pneumonitis and Fibrosis through Modulation of Lung Inflammation in Mice. Front Immunol. 2017 Jun 09;8:658. doi: 10.3389/fimmu.2017.00658. eCollection 2017. PMID: 28649248; PMCID: PMC5465247.
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Plant-Derived Anticancer Agents: Lessons from the Pharmacology of Geniposide and Its Aglycone, Genipin.

Biomedicines

Habtemariam S, Lentini G.
PMID: 29587429
Biomedicines. 2018 Mar 26;6(2). doi: 10.3390/biomedicines6020039.

For centuries, plants have been exploited by mankind as sources of numerous cancer chemotherapeutic agents. Good examples of anticancer compounds of clinical significance today include the taxanes (e.g., taxol), vincristine, vinblastine, and the podophyllotoxin analogues that all trace their...

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Habtemariam S, Lentini G. Plant-Derived Anticancer Agents: Lessons from the Pharmacology of Geniposide and Its Aglycone, Genipin. Biomedicines. 2018;6(2)doi: 10.3390/biomedicines6020039.
Habtemariam, S., & Lentini, G. (2018). Plant-Derived Anticancer Agents: Lessons from the Pharmacology of Geniposide and Its Aglycone, Genipin. Biomedicines, 6(2), . https://doi.org/10.3390/biomedicines6020039
Habtemariam, Solomon, and Lentini, Giovanni. "Plant-Derived Anticancer Agents: Lessons from the Pharmacology of Geniposide and Its Aglycone, Genipin." Biomedicines vol. 6,2 (2018). doi: https://doi.org/10.3390/biomedicines6020039
Habtemariam S, Lentini G. Plant-Derived Anticancer Agents: Lessons from the Pharmacology of Geniposide and Its Aglycone, Genipin. Biomedicines. 2018 Mar 26;6(2). doi: 10.3390/biomedicines6020039. PMID: 29587429; PMCID: PMC6027249.
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