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Phytochemical Analysis of Dorycnium pentaphyllum and Its Antiproliferative Effect on Cervix Cancer Cells

Year 2019, Cilt 22 (Ek Sayı 2), 365 - 373, 31.12.2019
https://doi.org/10.18016/ksutarimdoga.vi.579938

Abstract

The purpose of this study
was to investigate the phytochemical analysis of D. pentaphyllum and its cytotoxic activity on human cervical cancer
(HeLa) cells with possible mechanisms. Total phenolic contents (TPC) and
phytochemical analysis of the extract were evaluated using spectrophotometric

method and RP-HPLC, respectively. The cytotoxic effect of the extract was evaluated using the
MTT assay. The mechanism of the cytotoxic effect of the extract was also evaluated
in terms of apoptosis, cell cycle, and mitochondrial membrane potential (MMP)
using the fluorometric methods. The TPC of the extract was calculated as
68.9±2.3 mg gallic acid equivalent per g sample and quercetin was determined as
the major phenolic in the extract. The extract showed a selective cytotoxic
effect (6.5-fold) on HeLa cells compared to normal fibroblast cells. The
cytotoxic effect of the extract was found to be due to the arresting of the
cell cycle in the S phase and increasing apoptosis through decreased MMP. Further
studies are needed for the comprehensive effects of the extract on cell
signaling.

References

  • Aliyazicioglu Y, Demir S, Turan I, Cakiroglu TN, Akalin I, Deger O, Bedir A, 2011. Preventive and protective effects of Turkish propolis on H2O2-induced DNA damage in foreskin fibroblast cell lines. Acta Biol Hung, 62(4): 388-396.
  • Aliyazicioglu R, Demir S, Badem M, Sener SO, Korkmaz N, Demir EA, Ozgen U, Karaoglu SA, Aliyazicioglu Y, 2017. Antioxidant, antigenotoxic, antimicrobial activities and phytochemical analysis of Dianthus carmelitarum. Rec Nat Prod, 11(3): 270-284.
  • Bencherchar I, Demirtas I, Altun M, Gul F, Sarri D, Benayache F, Benayache S, Mekkiou R, 2017. HPLC analysis, anti-oxidant activity of Genista ferox and its antiproliferative effect in HeLa cell line. Bangladesh J Pharmacol, 12: 260-267.
  • Bremner P, Rivera D, Calzado MA, Obón C, Inocencio C, Beckwith C, Fiebich BL, Muñoz E, Heinrich M, 2009. Assessing medicinal plants from South-Eastern Spain for potential anti-inflammatory effects targeting nuclear factor-Kappa B and other pro-inflammatory mediators. J Ethnopharmacol, 124(2): 295-305.
  • Chaddha V, Jain PK, Dixit ND, Rathor H, Zama R, 2018. An importance of herbal medicines in treatment of cancer disease. Int J Pharm Sci Rev Res, 51(2): 80-82.
  • Demir S, Aliyazicioglu Y, Turan I, Misir S, Mentese A, Yaman SO, Akbulut K, Kilinc K, Deger O, 2016a. Antiproliferative and proapoptotic activity of Turkish propolis on human lung cancer cell line. Nutr Cancer, 68(1): 165-172.
  • Demir S, Turan I, Aliyazicioglu Y, 2016b. Selective cytotoxic effect of Rhododendron luteum extract on human colon and liver cancer cells. J Buon, 21(4): 883-888.
  • Demir S, Turan I, Aliyazicioglu Y, Kilinc K, Yaman SO, Demir EA, Arslan A, Mentese A, Deger O, 2017a. Morus rubra extract induces cell cycle arrest and apoptosis in human colon cancer cells through endoplasmic reticulum stress and telomerase. Nutr Cancer, 69(1): 74-83.
  • Demir S, Turan I, Demir F, Demir EA, Aliyazicioglu Y, 2017b. Cytotoxic effect of Laurocerasus officinalis extract on human cancer cell lines. Marmara Pharm J, 21(1): 121-126.
  • Demir S, Turan I, Aliyazicioglu R, Yaman SO, Aliyazicioglu Y, 2018a. Primula vulgaris extract induces cell cycle arrest and apoptosis in human cervix cancer cells. J Pharm Anal, 8(5): 307-311.
  • Demir S, Turan I, Aliyazicioglu Y, 2018b. Cytotoxic effect of Rhododendron luteum leaf extract on human cancer cell lines. KSU J Agric Nat, 21(6): 950-956.
  • Demir S, Turan I, Misir S, Aliyazicioglu Y, 2019a. Selective cytotoxic effect of Dorycnium pentaphyllum extract on human breast, liver, and lung cancer cells. KSU J Agric Nat, 22(3): 473-479.
  • Demir S, Turan I, Aliyazicioglu Y, 2019b. Antioxidant properties of Primula vulgaris flower extract and its cytotoxic effect on human cancer cell lines. KSU J Agric Nat, 22(1): 78-84.
  • Di Domenico F, Foppoli C, Coccia R, Perluigi M, 2012. Antioxidants in cervical cancer: chemopreventive and chemotherapeutic effects of polyphenols. Biochim Biophys Acta, 1822(5): 737-747.
  • Hussein SAM, El-Mesallamy AMD, Souleman AMA, Mousa MA, 2016. Cytotoxic activity of bioactive compound from Caesalpinia ferrea Martius, Fabaceae. IJPPR, 8(12): 2080-2084.
  • Jantova S, Nagy M, Ruzeková L, Grancai D, 2001. Cytotoxic effects of plant extracts from the families Fabaceae, Oleaceae, Philadelphaceae, Rosaceae and Staphyleaceae. Phytother Res, 15(1): 22-25.
  • Kim C, Kim B, 2018. Anti-cancer natural products and their bioactive compounds inducing ER stress-mediated apoptosis: A review. Nutrients, 10(8): 1021.
  • Kumar RS, Murugananthan G, Rajkapoor B, 2017. Anticarcinogenic potential of ethanol extract of Indigofera cordifolia Roth. (Fabales: Fabaceae) on diethylnitrosamine induced hepatocarcinogenesis in rats. Braz J Biol Sci, 4(7): 53-66.
  • Lacerda LP, Malaquias G, Peron AP, 2014. Antiproliferative action of aqueous extracts of Hymenaea stigonocarpa Mart. (Fabaceae) on the cell cycle of Allium cepa L. An Acad Brasil Cienc, 86(3): 1147-1150.
  • Mentese U, Dogan OV, Turan I, Usta S, Dogan E, Mentese SO, Demir S, Ozer T, Aykan AC, Alver A, 2014. Oxidant-antioxidant balance during on-pump coronary artery bypass grafting. Scientific World Journal, Article ID: 263058, doi: 10.1155/2014/263058.
  • Moreno MI, Isla MI, Sampietro AR, Vattuone MA, 2000. Comparison of the free radical- scavenging activity of propolis from several regions of Argentina. J Ethnopharmacol, 71(1-2): 109-114.
  • Mosmann T, 1983. Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays. J Immunol Methods, 65: 55-63.
  • Naghibi F, Irani M, Hassanpour A, Pirani A, Hamzeloo-Moghadam M, 2014. Cytotoxic effects of selective species of Caryophyllaceae in Iran. RJP, 1(2): 29-32.
  • Noufou O, Sawadogo WR, Tibiri A, Lompo M, Dijoux MG, Diederich M, Guissou IP, 2016. Phenolic contents and in vitro pharmacological activities of methanolic extract of Pterocarpus erinaceus Poir. stem bark (Fabaceae). BJPR, 10(2): 1-7.
  • Oyenihi AB, Smith C, 2019. Are polyphenol antioxidants at the root of medicinal plant anti-cancer success? J Ethnopharmacol, 229: 54-72.
  • Ozkan MT, Aliyazicioglu R, Demir S, Misir S, Turan I, Yildirmis S, Aliyazicioglu Y, 2017. Phenolic characterisation and antioxidant activity of Primula vulgaris and its antigenotoxic effect on fibroblast cells. Jundishapur J Nat Pharm Prod, 12(1): e40073.
  • Rathi SG, Suthar M, Patel P, Bhaskar VH, Rajgor NB, 2009. In-vitro cytotoxic screening of Glycyrrhiza glabra L. (Fabaceae): a natural anticancer drug. J Young Pharm, 1(3): 239-243.
  • Saha S, Shilpi JA, Mondal H, Hossain F, Anisuzzman M, Hasan MM, Cordell GA, 2013. Ethnomedicinal, phytochemical, and pharmacological profile of the genus Dalbergia L. (Fabaceae). Phytopharmacology, 4(2): 291-346.
  • Slinkard K, Singleton VL, 1977. Total phenol analyses: automation and comparison with manual methods. Am J Enol Viticult, 28: 49-55.
  • Sobeh M, El-Hawary E, Peixoto H, Labib RM, Handoussa H, Swilam N, El-Khatib AH, Sharapov F, Mohamed T, Krstin S, Linscheid MW, Singab AN, Wink M, Ayoub N, 2016. Identification of phenolic secondary metabolites from Schotia brachypetala Sond. (Fabaceae) and demonstration of their antioxidant activities in Caenorhabditis elegans. Peer J, 4: e2404.
  • Soni S, Vaidya S, Jain AK, Sharma A, 2013. A comparative study on anticancer potential of different extracts of Mucuna pruriens Linn. seeds against sertoli (GC) and ZR-75 cell lines. IJPCBS, 3(2): 305-314.
  • Stefanović OD, Tešić JD, Čomić LR, 2015. Melilotus albus and Dorycnium herbaceum extracts as source of phenolic compounds and their antimicrobial, antibiofilm, and antioxidant potentials. J Food Drug Anal, 23(3): 417-424.
  • Turan I, Deger O, Aliyazicioglu Y, Demir S, Kilinc K, Sumer A, 2015. Effects of Turkish propolis on expression of hOGG-1 and NEIL-1. Turk J Med Sci, 45(4): 804-811.
  • Turan I, Demir S, Kilinc K, Burnaz NA, Yaman SO, Akbulut K, Mentese A, Aliyazicioglu Y, Deger O, 2017a. Antiproliferative and apoptotic effect of Morus nigra extract on human prostate cancer cells. Saudi Pharm J, 25(2): 241-248.
  • Turan I, Demir S, Kilinc K, Aliyazicioglu Y, Alver A, Misir S, Yaman SO, Akbulut K, Mentese A, Deger O, 2017b. Morus rubra extract induces G1 cell cycle arrest and apoptosis in human lung and prostate cancer cells. IJPER, 51(1): 51-58.
  • Turan I, Demir S, Kilinc K, Yaman SO, Misir S, Kara H, Genc B, Mentese A, Aliyazicioglu Y, Deger O, 2018. Cytotoxic effect of Rosa canina extract on human colon cancer cells through repression of telomerase expression. J Pharm Anal, 8(6): 394-399.
  • Yalcin CO, Aliyazicioglu Y, Demir S, Turan I, Bahat Z, Misir S, Deger O, 2016. Evaluation of radioprotective effect of Turkish propolis on foreskin fibroblast cells. J Cancer Res Ther, 12(2): 990-994.
  • Zhang J, Nishimoto Y, Tokuda H, Suzuki N, Yasukawa K, Kitdamrongtham W, Akazawa H, Manosroi A, Manosroi J, Akihisa T, 2013. Cancer chemopreventive effect of bergenin from Peltophorum pterocarpum wood. Chem Biodivers, 10(10): 1866-1875.
  • Zingue S, Tchoumtchoua J, Ntsa DM, Sandjo LP, Cisilotto J, Nde CBM, Winter E, Awounfack CF, Ndinteh DT, Clyne C, Njamen D, Halabalaki M, Creczynski-Pasa TB, 2016. Estrogenic and cytotoxic potentials of compounds isolated from Millettia macrophylla Benth (Fabaceae): towards a better understanding of its underlying mechanisms. BMC Complement Altern Med, 16(1): 421

Dorycnium pentaphyllum'un Fitokimyasal Analizi ve Serviks Kanseri Hücreleri Üzerindeki Antiproliferatif Etkisi

Year 2019, Cilt 22 (Ek Sayı 2), 365 - 373, 31.12.2019
https://doi.org/10.18016/ksutarimdoga.vi.579938

Abstract

Bu çalışmanın amacı, D. pentaphyllum'un fitokimyasal analizini gerçekleştirmek ve
bitkinin insan serviks kanseri (HeLa) hücreleri üzerindeki sitotoksik
aktivitesini olası mekanizmalarla birlikte araştırmaktır. Ekstraktın toplam
fenolik içerik (TPC) ve fitokimyasal analizi, sırasıyla spektrofotometrik
yöntem ve RP-HPLC ile değerlendirildi. Ekstraktın sitotoksik etkisi MTT metodu
kullanılarak belirlendi. Ekstraktın sitotoksik etkisinin mekanizması ise
apoptoz, hücre döngüsü ve mitokondriyal membran potansiyeli (MMP) açısından florometrik
yöntemler kullanılarak araştırıldı. Ekstraktın TPC değeri g örnek başına
68.9±2.3 mg gallik asit eşdeğeri olarak hesaplandı ve kuersetin ekstrakt
içindeki ana fenolik bileşik olarak belirlendi. Ekstrakt normal fibroblast
hücrelerine kıyasla, HeLa hücrelerinde seçici bir sitotoksik etki (6.5 kat)
gösterdi. Ekstraktın sitotoksik etkisinin, hücre döngüsünü S fazında
durdurmasından ve azalmış MMP nedeniyle artmış apoptozdan kaynaklandığı
bulundu. Ekstraktın hücre sinyalizasyonu üzerindeki detaylı etkilerinin
belirlenmesi için daha ileri çalışmalar gerekmektedir.
  

References

  • Aliyazicioglu Y, Demir S, Turan I, Cakiroglu TN, Akalin I, Deger O, Bedir A, 2011. Preventive and protective effects of Turkish propolis on H2O2-induced DNA damage in foreskin fibroblast cell lines. Acta Biol Hung, 62(4): 388-396.
  • Aliyazicioglu R, Demir S, Badem M, Sener SO, Korkmaz N, Demir EA, Ozgen U, Karaoglu SA, Aliyazicioglu Y, 2017. Antioxidant, antigenotoxic, antimicrobial activities and phytochemical analysis of Dianthus carmelitarum. Rec Nat Prod, 11(3): 270-284.
  • Bencherchar I, Demirtas I, Altun M, Gul F, Sarri D, Benayache F, Benayache S, Mekkiou R, 2017. HPLC analysis, anti-oxidant activity of Genista ferox and its antiproliferative effect in HeLa cell line. Bangladesh J Pharmacol, 12: 260-267.
  • Bremner P, Rivera D, Calzado MA, Obón C, Inocencio C, Beckwith C, Fiebich BL, Muñoz E, Heinrich M, 2009. Assessing medicinal plants from South-Eastern Spain for potential anti-inflammatory effects targeting nuclear factor-Kappa B and other pro-inflammatory mediators. J Ethnopharmacol, 124(2): 295-305.
  • Chaddha V, Jain PK, Dixit ND, Rathor H, Zama R, 2018. An importance of herbal medicines in treatment of cancer disease. Int J Pharm Sci Rev Res, 51(2): 80-82.
  • Demir S, Aliyazicioglu Y, Turan I, Misir S, Mentese A, Yaman SO, Akbulut K, Kilinc K, Deger O, 2016a. Antiproliferative and proapoptotic activity of Turkish propolis on human lung cancer cell line. Nutr Cancer, 68(1): 165-172.
  • Demir S, Turan I, Aliyazicioglu Y, 2016b. Selective cytotoxic effect of Rhododendron luteum extract on human colon and liver cancer cells. J Buon, 21(4): 883-888.
  • Demir S, Turan I, Aliyazicioglu Y, Kilinc K, Yaman SO, Demir EA, Arslan A, Mentese A, Deger O, 2017a. Morus rubra extract induces cell cycle arrest and apoptosis in human colon cancer cells through endoplasmic reticulum stress and telomerase. Nutr Cancer, 69(1): 74-83.
  • Demir S, Turan I, Demir F, Demir EA, Aliyazicioglu Y, 2017b. Cytotoxic effect of Laurocerasus officinalis extract on human cancer cell lines. Marmara Pharm J, 21(1): 121-126.
  • Demir S, Turan I, Aliyazicioglu R, Yaman SO, Aliyazicioglu Y, 2018a. Primula vulgaris extract induces cell cycle arrest and apoptosis in human cervix cancer cells. J Pharm Anal, 8(5): 307-311.
  • Demir S, Turan I, Aliyazicioglu Y, 2018b. Cytotoxic effect of Rhododendron luteum leaf extract on human cancer cell lines. KSU J Agric Nat, 21(6): 950-956.
  • Demir S, Turan I, Misir S, Aliyazicioglu Y, 2019a. Selective cytotoxic effect of Dorycnium pentaphyllum extract on human breast, liver, and lung cancer cells. KSU J Agric Nat, 22(3): 473-479.
  • Demir S, Turan I, Aliyazicioglu Y, 2019b. Antioxidant properties of Primula vulgaris flower extract and its cytotoxic effect on human cancer cell lines. KSU J Agric Nat, 22(1): 78-84.
  • Di Domenico F, Foppoli C, Coccia R, Perluigi M, 2012. Antioxidants in cervical cancer: chemopreventive and chemotherapeutic effects of polyphenols. Biochim Biophys Acta, 1822(5): 737-747.
  • Hussein SAM, El-Mesallamy AMD, Souleman AMA, Mousa MA, 2016. Cytotoxic activity of bioactive compound from Caesalpinia ferrea Martius, Fabaceae. IJPPR, 8(12): 2080-2084.
  • Jantova S, Nagy M, Ruzeková L, Grancai D, 2001. Cytotoxic effects of plant extracts from the families Fabaceae, Oleaceae, Philadelphaceae, Rosaceae and Staphyleaceae. Phytother Res, 15(1): 22-25.
  • Kim C, Kim B, 2018. Anti-cancer natural products and their bioactive compounds inducing ER stress-mediated apoptosis: A review. Nutrients, 10(8): 1021.
  • Kumar RS, Murugananthan G, Rajkapoor B, 2017. Anticarcinogenic potential of ethanol extract of Indigofera cordifolia Roth. (Fabales: Fabaceae) on diethylnitrosamine induced hepatocarcinogenesis in rats. Braz J Biol Sci, 4(7): 53-66.
  • Lacerda LP, Malaquias G, Peron AP, 2014. Antiproliferative action of aqueous extracts of Hymenaea stigonocarpa Mart. (Fabaceae) on the cell cycle of Allium cepa L. An Acad Brasil Cienc, 86(3): 1147-1150.
  • Mentese U, Dogan OV, Turan I, Usta S, Dogan E, Mentese SO, Demir S, Ozer T, Aykan AC, Alver A, 2014. Oxidant-antioxidant balance during on-pump coronary artery bypass grafting. Scientific World Journal, Article ID: 263058, doi: 10.1155/2014/263058.
  • Moreno MI, Isla MI, Sampietro AR, Vattuone MA, 2000. Comparison of the free radical- scavenging activity of propolis from several regions of Argentina. J Ethnopharmacol, 71(1-2): 109-114.
  • Mosmann T, 1983. Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays. J Immunol Methods, 65: 55-63.
  • Naghibi F, Irani M, Hassanpour A, Pirani A, Hamzeloo-Moghadam M, 2014. Cytotoxic effects of selective species of Caryophyllaceae in Iran. RJP, 1(2): 29-32.
  • Noufou O, Sawadogo WR, Tibiri A, Lompo M, Dijoux MG, Diederich M, Guissou IP, 2016. Phenolic contents and in vitro pharmacological activities of methanolic extract of Pterocarpus erinaceus Poir. stem bark (Fabaceae). BJPR, 10(2): 1-7.
  • Oyenihi AB, Smith C, 2019. Are polyphenol antioxidants at the root of medicinal plant anti-cancer success? J Ethnopharmacol, 229: 54-72.
  • Ozkan MT, Aliyazicioglu R, Demir S, Misir S, Turan I, Yildirmis S, Aliyazicioglu Y, 2017. Phenolic characterisation and antioxidant activity of Primula vulgaris and its antigenotoxic effect on fibroblast cells. Jundishapur J Nat Pharm Prod, 12(1): e40073.
  • Rathi SG, Suthar M, Patel P, Bhaskar VH, Rajgor NB, 2009. In-vitro cytotoxic screening of Glycyrrhiza glabra L. (Fabaceae): a natural anticancer drug. J Young Pharm, 1(3): 239-243.
  • Saha S, Shilpi JA, Mondal H, Hossain F, Anisuzzman M, Hasan MM, Cordell GA, 2013. Ethnomedicinal, phytochemical, and pharmacological profile of the genus Dalbergia L. (Fabaceae). Phytopharmacology, 4(2): 291-346.
  • Slinkard K, Singleton VL, 1977. Total phenol analyses: automation and comparison with manual methods. Am J Enol Viticult, 28: 49-55.
  • Sobeh M, El-Hawary E, Peixoto H, Labib RM, Handoussa H, Swilam N, El-Khatib AH, Sharapov F, Mohamed T, Krstin S, Linscheid MW, Singab AN, Wink M, Ayoub N, 2016. Identification of phenolic secondary metabolites from Schotia brachypetala Sond. (Fabaceae) and demonstration of their antioxidant activities in Caenorhabditis elegans. Peer J, 4: e2404.
  • Soni S, Vaidya S, Jain AK, Sharma A, 2013. A comparative study on anticancer potential of different extracts of Mucuna pruriens Linn. seeds against sertoli (GC) and ZR-75 cell lines. IJPCBS, 3(2): 305-314.
  • Stefanović OD, Tešić JD, Čomić LR, 2015. Melilotus albus and Dorycnium herbaceum extracts as source of phenolic compounds and their antimicrobial, antibiofilm, and antioxidant potentials. J Food Drug Anal, 23(3): 417-424.
  • Turan I, Deger O, Aliyazicioglu Y, Demir S, Kilinc K, Sumer A, 2015. Effects of Turkish propolis on expression of hOGG-1 and NEIL-1. Turk J Med Sci, 45(4): 804-811.
  • Turan I, Demir S, Kilinc K, Burnaz NA, Yaman SO, Akbulut K, Mentese A, Aliyazicioglu Y, Deger O, 2017a. Antiproliferative and apoptotic effect of Morus nigra extract on human prostate cancer cells. Saudi Pharm J, 25(2): 241-248.
  • Turan I, Demir S, Kilinc K, Aliyazicioglu Y, Alver A, Misir S, Yaman SO, Akbulut K, Mentese A, Deger O, 2017b. Morus rubra extract induces G1 cell cycle arrest and apoptosis in human lung and prostate cancer cells. IJPER, 51(1): 51-58.
  • Turan I, Demir S, Kilinc K, Yaman SO, Misir S, Kara H, Genc B, Mentese A, Aliyazicioglu Y, Deger O, 2018. Cytotoxic effect of Rosa canina extract on human colon cancer cells through repression of telomerase expression. J Pharm Anal, 8(6): 394-399.
  • Yalcin CO, Aliyazicioglu Y, Demir S, Turan I, Bahat Z, Misir S, Deger O, 2016. Evaluation of radioprotective effect of Turkish propolis on foreskin fibroblast cells. J Cancer Res Ther, 12(2): 990-994.
  • Zhang J, Nishimoto Y, Tokuda H, Suzuki N, Yasukawa K, Kitdamrongtham W, Akazawa H, Manosroi A, Manosroi J, Akihisa T, 2013. Cancer chemopreventive effect of bergenin from Peltophorum pterocarpum wood. Chem Biodivers, 10(10): 1866-1875.
  • Zingue S, Tchoumtchoua J, Ntsa DM, Sandjo LP, Cisilotto J, Nde CBM, Winter E, Awounfack CF, Ndinteh DT, Clyne C, Njamen D, Halabalaki M, Creczynski-Pasa TB, 2016. Estrogenic and cytotoxic potentials of compounds isolated from Millettia macrophylla Benth (Fabaceae): towards a better understanding of its underlying mechanisms. BMC Complement Altern Med, 16(1): 421
There are 39 citations in total.

Details

Primary Language English
Subjects Structural Biology
Journal Section RESEARCH ARTICLE
Authors

Yüksel Aliyazıcıoğlu 0000-0001-9474-4307

Selim Demir 0000-0002-1863-6280

Serap Özer Yaman 0000-0002-5089-0836

Sıla Özlem Şener 0000-0003-2811-4707

Elif Ayazoğlu Demir 0000-0001-9027-7633

Rezzan Aliyazıcıoğlu 0000-0003-2913-2528

İbrahim Turan 0000-0003-3400-5494

Publication Date December 31, 2019
Submission Date June 19, 2019
Acceptance Date August 1, 2019
Published in Issue Year 2019Cilt 22 (Ek Sayı 2)

Cite

APA Aliyazıcıoğlu, Y., Demir, S., Özer Yaman, S., Şener, S. Ö., et al. (2019). Phytochemical Analysis of Dorycnium pentaphyllum and Its Antiproliferative Effect on Cervix Cancer Cells. Kahramanmaraş Sütçü İmam Üniversitesi Tarım Ve Doğa Dergisi, 22, 365-373. https://doi.org/10.18016/ksutarimdoga.vi.579938


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