Araştırma Makalesi
BibTex RIS Kaynak Göster

Yıl 2020, Cilt: 24 Sayı: 1, 142 - 149, 27.06.2025

Şüra Baykan , Fadime Aydoğan Mert Burak Öztürk Bilge Debeleç Bütüner , Çiğdem Yengin , Bintuğ Öztürk

https://doi.org/10.35333/jrp.2020.120
Cited By: 1

Öz

Kaynakça

  • [1] Pimenov MG, Leonov MV. The Asian Umbelliferae biodiversity database (ASIUM) with particular reference to South-West Asian taxa. Turk J Botany. 2004; 28: 139–145.
  • [2] Güner A, Türkiye Bitkileri Listesi (Damarlı Bitkiler Kitabı), firsth ed.,ANG Vakfı, Nezahat Gökyiğit Botanik Bahçesi ve Flora Araştırmaları Derneği, Istanbul, Turkey, 2012.
  • [3] Sağıroğlu M. Phd Thesis. Türkiye Ferula L. (Umbelliferae) cinsinin revizyonu/Revision of Turkish Ferula L. (Umbelliferae). Faculty of Biology, Gazi University, Ankara, Turkey, 2005.
  • [4] Peşmen H. Ferula L. In: Davis PH. (Ed). Flora of Turkey and the East Aegean Islands, Vol IV. Edinburg University Pres, Edinburg, UK. 1972, pp. 440-453.
  • [5] Elibol Z, Menemen Y, Saǧiroǧlu M, Duman H. A molecular phylogenetic study on some Turkish Ferula L. (Apiaceae) species using nrDNA its sequences. Pakistan J Bot 2012; 44(2): 589-594.
  • [6] Baytop T, Türkiye’de Bitkilerle Tedavi Geçmişte ve Bugün, second ed., Nobel Tıp Kitabevleri, Istanbul, Turkey, 1999.
  • [7] Zanoli P, Zavatti M, Rivasi M, Baraldi, M. Ferula hermonis impairs sexual behavior in hormone-primed female rats. Physiol Behav. 2005; 86(1-2): 69-74. [CrossRef]
  • [8] Zanoli P, Rivasi M, Zavatti M, Brusiani F, Vezzalini F, Baraldi M. Activity of single components of Ferula hermonis on male rat sexual behavior. Int. J Impot Res. 2005; 17: 513-518. [CrossRef]
  • [9] Alkhatib R, Hennebelle T, Joha S, Idziorek T, Preudhomme C, Quesnel B, Sahpaz S, Bailleul F. Activity of elaeochytrin A from Ferula elaeochytris on leukemia cell lines. Phytochemistry. 2008; 69(17): 2979-2983. [CrossRef]
  • [10] Nazrullaev S, Saidkhodzhaev AI, Akhmedkhodzhaeva KS, Syrov VN, Rasulev BF, Khushbaktova ZA. Estrogen activity of terpenoids from plants of the genus Ferula. Chem Nat Compd. 2008; 44(5): 572-577. [CrossRef]
  • [11] Barthomeuf C, Lim S, Iranshahi M, Chollet P. Umbelliprenin from Ferula szowitsiana inhibits the growth of human M4Beu metastatic pigmented malignant melanoma cells through cell-cycle arrest in G1 and induction of caspasedependent apoptosis. Phytomedicine. 2008; 15(1-2): 103-111. [CrossRef]
  • [12] Iranshahi M, Barthomeuf C, Bayet-Robert M, Chollet P, Davoodi D, Piacente S, Rezaee R, Sahebkar A. Drimane-type Sesquiterpene Coumarins from Ferula gummosa Fruits Enhance Doxorubicin Uptake in Doxorubicin-resistant Human Breast Cancer Cell Line. J Tradit Complement Med. 2014; 4(2): 118-125. [CrossRef]
  • [13] Valiahdi SM, Iranshahi M, Sahebkar A. Cytotoxic activities of phytochemicals from Ferula species. DARU, J Pharm Sci. 2013; 21(1): 39-39. [CrossRef]
  • [14] Ikeda K, Arao, Otsuka H, Nomoto S, Horiguchi H, Kayama F, Ikeda K, Kato S, Kayama F, Kato S. Terpenoids found in the Umbelliferae family act as agonists/antagonists for ERα and ERβ: Differential transcription activity between ferutinine-liganded ERα and ERβ. Biochem Biophys Res Commun. 2002; 291(2): 354-360. [CrossRef]
  • [15] Mitobe Y, Takayama K, Ichi Horie-Inoue K, Inoue S. Prostate cancer-associated lncRNAs. Cancer Lett. 2018; 418: 159- 166. [CrossRef]
  • [16] Deep G, Singh RP, Agarwal C, Kroll DJ, Agarwal R. Silymarin and silibinin cause G1 and G2-M cell cycle arrest via distinct circuitries in human prostate cancer PC3 cells: A comparison of flavanone silibinin with flavanolignan mixture silymarin. Oncogene. 2006; 25(7): 1053-1069. [CrossRef]
  • [17] American Cancer Society, Global Cancer Facts & Figures, third ed., American Cancer Society Inc, Atlanta, GA, USA, 2015. [CrossRef]
  • [18] Reddy L, Odhav B, Bhoola KD. Natural products for cancer prevention: a global perspective. Pharmacol Ther. 2003; 99(1): 1-13. [CrossRef]
  • [19] Bemis DL, Katz AE, Buttyan R. Clinical trials of natural products as chemopreventive agents for prostate cancer. Expert Opin Investig Drugs. 2006; 15(10): 1191-1200. [CrossRef]
  • [20] Rahman MA, Sahabjada S, Akhtar J. Evaluation of anticancer activity of Cordia dichotoma leaves against a human prostate carcinoma cell line, PC3. J Tradit Complement Med. 2017; 7(3): 315-321. [CrossRef]
  • [21] Kogiannou DAA, Kalogeropoulos N, Kefalas P, Polissiou MG, Kaliora AC. Herbal infusions; their phenolic profile, antioxidant and anti-inflammatory effects in HT29 and PC3 cells. Food Chem Toxicol. 2013; 61: 152-159. [CrossRef]
  • [22] Kaighn ME, Narayan KS, Ohnuki Y, Lechner JF, Jones LW. Establishment and characterization of a human prostatic carcinoma cell line (PC-3). Invest. Urol. 1979; 17(1): 16-23.
  • [23] Aydoğan F, Baykan Ş, Debeleç Bütüner B. Cytotoxic Activity of Daucane Sesquiterpene Esters Isolated from Endemic Ferula tenuissima HUB. MOR& PEŞMEN. Turkish J. Pharm Sci. 2019; 16(4): In Press.
  • [24] Saidkhodzhaev AI, Nikonov GK. The structure of Ferutinin. Chem Nat Compd. 1973; 9(1): 25-26.
  • [25] Potapov VM, Nikonov GK. Esters of the roots of Ferula pallida. Chem Nat Compd. 1976; 12(6): 739-740. [CrossRef]
  • [26] Miski M, Jakupovic J. Daucane esters from Ferula rigidula. Phytochemistry. 1990; 29(1): 173-178. [CrossRef]
  • [27] Miski M, Mabry TJ, Saya Ö. New daucane and germacrane esters from Ferula orientalis var. orientalis. J Nat Prod. 1987; (50)5: 829-834. [CrossRef]
  • [28] Miski M, Mabry TJ. New daucane esters from Ferula tingitana. J Nat Prod 1986; 49(4): 657-660. [CrossRef]
  • [29] Miski, M, Ulubelen A, Mabry TJ. Six sesquiterpene alcohol esters from Ferula elaeochytris. Phytochemistry. 1983; 22(10): 2231-2233. [CrossRef]
  • [30] Golovina LA, Saidkhodzhaev AI, Malikov VM, Pimenov MG. Esters of Ferula soongarcia and Ferulia subtilis. Chem Nat Compd. 1987; 23(5): 639-639. [CrossRef]
  • [31] Khalilova ÉK, Saidkhodzhaev AI. Sesquiterpenoid esters of Ferula jaeschkeana. Chem. Nat. Compd. 1998; 34(4): 516- 516. [CrossRef]
  • [32] Galal AM, Abourashed EA, Ross SA, ElSohly MA, Al-Said MS, El-Feraly FS. Daucane sesquiterpenes from Ferula hermonis. J Nat Prod. 2001; 64(3): 399-400. [CrossRef]
  • [33] Sahpaz S, Neut C, Abedini A, Miski M. Antimicrobial Activity of the Sesquiterpene Esters of Ferula halophila Peşmen. Planta Med. 2013; 79: 19. [CrossRef]
  • [34] Abourashed EA, Galal AM, El-Feraly FS, Khan IA. Separation and quantification of the major daucane esters of Ferula hermonis by HPLC. Planta Med. 2001; 67(7): 681-682. [CrossRef]
  • [35] Iranshahi M, Arfa P, Ramezani M, Jaafari MR, Sadeghian H, Bassarello C, Piacente S, Pizza C. Sesquiterpene coumarins from Ferula szowitsiana and in vitro antileishmanial activity of 7-prenyloxycoumarins against promastigotes. Phytochemistry. 2007; 68(4): 554-561. [CrossRef]
  • [36] Dall’Acqua S, Linardi MA, Maggi F, Nicoletti M, Petitto V, Innocenti G, Basso G, Viola G. Natural daucane sesquiterpenes with antiproliferative and proapoptotic activity against human tumor cells. Bioorg Med Chem. 2011; 19(19): 5876-5885. [CrossRef]

Ferutinin content and cytotoxic effects of various Ferula L. species on prostate cancer (PC-3) cell line

Yıl 2020, Cilt: 24 Sayı: 1, 142 - 149, 27.06.2025

Şüra Baykan , Fadime Aydoğan Mert Burak Öztürk Bilge Debeleç Bütüner , Çiğdem Yengin , Bintuğ Öztürk

https://doi.org/10.35333/jrp.2020.120
Cited By: 1

Öz

Ferula L. is represented by 23 taxa in Turkish flora. Most of the species are known as “Caksır” and roots are used as aphrodisiac in Anatolia. The aim of this study is to investigate the cytotoxic potential of roots of twelve different Ferula L. species distributing in Anatolia on prostate cancer cell line PC-3. Three extracts with different polarity were prepared from grounded roots of plants by ultrasonic solvent extraction. WST assay was performed to evaluate the cytotoxic effects of extracts. High cytotoxic activity was observed in F. elaeochytris, F. drudeana chloroform extracts and F. szowitsiana hexane extract (IC50: 3.21±0.24µg/ml, 5.92±0.53µg/ml, 8.03±0.51µg/ml respectively) whereas methanol extracts of all species had no cytotoxic activity. F. tingitana chloroform extract induced high proliferation in dose dependent manner. A daucane ester “ferutinin” content was evaluated among the extracts by UPLC and it is found in highest concentrations in F. tenuissima and F. halophila hexane extracts (167380 µg/g and 157160 µg/g respectively). Although there is not a direct relationship between ferutinin content and cytotoxicity on PC-3, F. elaeochytris, F. drudeana, F. szowitsiana and F. tenuissima can be good candidates for the further studies for finding lead phytochemical compounds for prostate cancer treatment.

Anahtar Kelimeler

Ferula ferutinin cytotoxic PC-3 prostate cancer

Kaynakça

  • [1] Pimenov MG, Leonov MV. The Asian Umbelliferae biodiversity database (ASIUM) with particular reference to South-West Asian taxa. Turk J Botany. 2004; 28: 139–145.
  • [2] Güner A, Türkiye Bitkileri Listesi (Damarlı Bitkiler Kitabı), firsth ed.,ANG Vakfı, Nezahat Gökyiğit Botanik Bahçesi ve Flora Araştırmaları Derneği, Istanbul, Turkey, 2012.
  • [3] Sağıroğlu M. Phd Thesis. Türkiye Ferula L. (Umbelliferae) cinsinin revizyonu/Revision of Turkish Ferula L. (Umbelliferae). Faculty of Biology, Gazi University, Ankara, Turkey, 2005.
  • [4] Peşmen H. Ferula L. In: Davis PH. (Ed). Flora of Turkey and the East Aegean Islands, Vol IV. Edinburg University Pres, Edinburg, UK. 1972, pp. 440-453.
  • [5] Elibol Z, Menemen Y, Saǧiroǧlu M, Duman H. A molecular phylogenetic study on some Turkish Ferula L. (Apiaceae) species using nrDNA its sequences. Pakistan J Bot 2012; 44(2): 589-594.
  • [6] Baytop T, Türkiye’de Bitkilerle Tedavi Geçmişte ve Bugün, second ed., Nobel Tıp Kitabevleri, Istanbul, Turkey, 1999.
  • [7] Zanoli P, Zavatti M, Rivasi M, Baraldi, M. Ferula hermonis impairs sexual behavior in hormone-primed female rats. Physiol Behav. 2005; 86(1-2): 69-74. [CrossRef]
  • [8] Zanoli P, Rivasi M, Zavatti M, Brusiani F, Vezzalini F, Baraldi M. Activity of single components of Ferula hermonis on male rat sexual behavior. Int. J Impot Res. 2005; 17: 513-518. [CrossRef]
  • [9] Alkhatib R, Hennebelle T, Joha S, Idziorek T, Preudhomme C, Quesnel B, Sahpaz S, Bailleul F. Activity of elaeochytrin A from Ferula elaeochytris on leukemia cell lines. Phytochemistry. 2008; 69(17): 2979-2983. [CrossRef]
  • [10] Nazrullaev S, Saidkhodzhaev AI, Akhmedkhodzhaeva KS, Syrov VN, Rasulev BF, Khushbaktova ZA. Estrogen activity of terpenoids from plants of the genus Ferula. Chem Nat Compd. 2008; 44(5): 572-577. [CrossRef]
  • [11] Barthomeuf C, Lim S, Iranshahi M, Chollet P. Umbelliprenin from Ferula szowitsiana inhibits the growth of human M4Beu metastatic pigmented malignant melanoma cells through cell-cycle arrest in G1 and induction of caspasedependent apoptosis. Phytomedicine. 2008; 15(1-2): 103-111. [CrossRef]
  • [12] Iranshahi M, Barthomeuf C, Bayet-Robert M, Chollet P, Davoodi D, Piacente S, Rezaee R, Sahebkar A. Drimane-type Sesquiterpene Coumarins from Ferula gummosa Fruits Enhance Doxorubicin Uptake in Doxorubicin-resistant Human Breast Cancer Cell Line. J Tradit Complement Med. 2014; 4(2): 118-125. [CrossRef]
  • [13] Valiahdi SM, Iranshahi M, Sahebkar A. Cytotoxic activities of phytochemicals from Ferula species. DARU, J Pharm Sci. 2013; 21(1): 39-39. [CrossRef]
  • [14] Ikeda K, Arao, Otsuka H, Nomoto S, Horiguchi H, Kayama F, Ikeda K, Kato S, Kayama F, Kato S. Terpenoids found in the Umbelliferae family act as agonists/antagonists for ERα and ERβ: Differential transcription activity between ferutinine-liganded ERα and ERβ. Biochem Biophys Res Commun. 2002; 291(2): 354-360. [CrossRef]
  • [15] Mitobe Y, Takayama K, Ichi Horie-Inoue K, Inoue S. Prostate cancer-associated lncRNAs. Cancer Lett. 2018; 418: 159- 166. [CrossRef]
  • [16] Deep G, Singh RP, Agarwal C, Kroll DJ, Agarwal R. Silymarin and silibinin cause G1 and G2-M cell cycle arrest via distinct circuitries in human prostate cancer PC3 cells: A comparison of flavanone silibinin with flavanolignan mixture silymarin. Oncogene. 2006; 25(7): 1053-1069. [CrossRef]
  • [17] American Cancer Society, Global Cancer Facts & Figures, third ed., American Cancer Society Inc, Atlanta, GA, USA, 2015. [CrossRef]
  • [18] Reddy L, Odhav B, Bhoola KD. Natural products for cancer prevention: a global perspective. Pharmacol Ther. 2003; 99(1): 1-13. [CrossRef]
  • [19] Bemis DL, Katz AE, Buttyan R. Clinical trials of natural products as chemopreventive agents for prostate cancer. Expert Opin Investig Drugs. 2006; 15(10): 1191-1200. [CrossRef]
  • [20] Rahman MA, Sahabjada S, Akhtar J. Evaluation of anticancer activity of Cordia dichotoma leaves against a human prostate carcinoma cell line, PC3. J Tradit Complement Med. 2017; 7(3): 315-321. [CrossRef]
  • [21] Kogiannou DAA, Kalogeropoulos N, Kefalas P, Polissiou MG, Kaliora AC. Herbal infusions; their phenolic profile, antioxidant and anti-inflammatory effects in HT29 and PC3 cells. Food Chem Toxicol. 2013; 61: 152-159. [CrossRef]
  • [22] Kaighn ME, Narayan KS, Ohnuki Y, Lechner JF, Jones LW. Establishment and characterization of a human prostatic carcinoma cell line (PC-3). Invest. Urol. 1979; 17(1): 16-23.
  • [23] Aydoğan F, Baykan Ş, Debeleç Bütüner B. Cytotoxic Activity of Daucane Sesquiterpene Esters Isolated from Endemic Ferula tenuissima HUB. MOR& PEŞMEN. Turkish J. Pharm Sci. 2019; 16(4): In Press.
  • [24] Saidkhodzhaev AI, Nikonov GK. The structure of Ferutinin. Chem Nat Compd. 1973; 9(1): 25-26.
  • [25] Potapov VM, Nikonov GK. Esters of the roots of Ferula pallida. Chem Nat Compd. 1976; 12(6): 739-740. [CrossRef]
  • [26] Miski M, Jakupovic J. Daucane esters from Ferula rigidula. Phytochemistry. 1990; 29(1): 173-178. [CrossRef]
  • [27] Miski M, Mabry TJ, Saya Ö. New daucane and germacrane esters from Ferula orientalis var. orientalis. J Nat Prod. 1987; (50)5: 829-834. [CrossRef]
  • [28] Miski M, Mabry TJ. New daucane esters from Ferula tingitana. J Nat Prod 1986; 49(4): 657-660. [CrossRef]
  • [29] Miski, M, Ulubelen A, Mabry TJ. Six sesquiterpene alcohol esters from Ferula elaeochytris. Phytochemistry. 1983; 22(10): 2231-2233. [CrossRef]
  • [30] Golovina LA, Saidkhodzhaev AI, Malikov VM, Pimenov MG. Esters of Ferula soongarcia and Ferulia subtilis. Chem Nat Compd. 1987; 23(5): 639-639. [CrossRef]
  • [31] Khalilova ÉK, Saidkhodzhaev AI. Sesquiterpenoid esters of Ferula jaeschkeana. Chem. Nat. Compd. 1998; 34(4): 516- 516. [CrossRef]
  • [32] Galal AM, Abourashed EA, Ross SA, ElSohly MA, Al-Said MS, El-Feraly FS. Daucane sesquiterpenes from Ferula hermonis. J Nat Prod. 2001; 64(3): 399-400. [CrossRef]
  • [33] Sahpaz S, Neut C, Abedini A, Miski M. Antimicrobial Activity of the Sesquiterpene Esters of Ferula halophila Peşmen. Planta Med. 2013; 79: 19. [CrossRef]
  • [34] Abourashed EA, Galal AM, El-Feraly FS, Khan IA. Separation and quantification of the major daucane esters of Ferula hermonis by HPLC. Planta Med. 2001; 67(7): 681-682. [CrossRef]
  • [35] Iranshahi M, Arfa P, Ramezani M, Jaafari MR, Sadeghian H, Bassarello C, Piacente S, Pizza C. Sesquiterpene coumarins from Ferula szowitsiana and in vitro antileishmanial activity of 7-prenyloxycoumarins against promastigotes. Phytochemistry. 2007; 68(4): 554-561. [CrossRef]
  • [36] Dall’Acqua S, Linardi MA, Maggi F, Nicoletti M, Petitto V, Innocenti G, Basso G, Viola G. Natural daucane sesquiterpenes with antiproliferative and proapoptotic activity against human tumor cells. Bioorg Med Chem. 2011; 19(19): 5876-5885. [CrossRef]
Toplam 36 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Farmasotik Botanik
Bölüm Articles
Yazarlar

Şüra Baykan

Fadime Aydoğan

Mert Burak Öztürk

Bilge Debeleç Bütüner

Çiğdem Yengin

Bintuğ Öztürk

Yayımlanma Tarihi 27 Haziran 2025
Yayımlandığı Sayı Yıl 2020 Cilt: 24 Sayı: 1

Kaynak Göster

APA Baykan, Ş., Aydoğan, F., Öztürk, M. B., Debeleç Bütüner, B., vd. (2025). Ferutinin content and cytotoxic effects of various Ferula L. species on prostate cancer (PC-3) cell line. Journal of Research in Pharmacy, 24(1), 142-149. https://doi.org/10.35333/jrp.2020.120
AMA Baykan Ş, Aydoğan F, Öztürk MB, Debeleç Bütüner B, Yengin Ç, Öztürk B. Ferutinin content and cytotoxic effects of various Ferula L. species on prostate cancer (PC-3) cell line. J. Res. Pharm. Haziran 2025;24(1):142-149. doi:10.35333/jrp.2020.120
Chicago Baykan, Şüra, Fadime Aydoğan, Mert Burak Öztürk, Bilge Debeleç Bütüner, Çiğdem Yengin, ve Bintuğ Öztürk. “Ferutinin Content and Cytotoxic Effects of Various Ferula L. Species on Prostate Cancer (PC-3) Cell Line”. Journal of Research in Pharmacy 24, sy. 1 (Haziran 2025): 142-49. https://doi.org/10.35333/jrp.2020.120.
EndNote Baykan Ş, Aydoğan F, Öztürk MB, Debeleç Bütüner B, Yengin Ç, Öztürk B (01 Haziran 2025) Ferutinin content and cytotoxic effects of various Ferula L. species on prostate cancer (PC-3) cell line. Journal of Research in Pharmacy 24 1 142–149.
IEEE Ş. Baykan, F. Aydoğan, M. B. Öztürk, B. Debeleç Bütüner, Ç. Yengin, ve B. Öztürk, “Ferutinin content and cytotoxic effects of various Ferula L. species on prostate cancer (PC-3) cell line”, J. Res. Pharm., c. 24, sy. 1, ss. 142–149, 2025, doi: 10.35333/jrp.2020.120.
ISNAD Baykan, Şüra vd. “Ferutinin Content and Cytotoxic Effects of Various Ferula L. Species on Prostate Cancer (PC-3) Cell Line”. Journal of Research in Pharmacy 24/1 (Haziran 2025), 142-149. https://doi.org/10.35333/jrp.2020.120.
JAMA Baykan Ş, Aydoğan F, Öztürk MB, Debeleç Bütüner B, Yengin Ç, Öztürk B. Ferutinin content and cytotoxic effects of various Ferula L. species on prostate cancer (PC-3) cell line. J. Res. Pharm. 2025;24:142–149.
MLA Baykan, Şüra vd. “Ferutinin Content and Cytotoxic Effects of Various Ferula L. Species on Prostate Cancer (PC-3) Cell Line”. Journal of Research in Pharmacy, c. 24, sy. 1, 2025, ss. 142-9, doi:10.35333/jrp.2020.120.
Vancouver Baykan Ş, Aydoğan F, Öztürk MB, Debeleç Bütüner B, Yengin Ç, Öztürk B. Ferutinin content and cytotoxic effects of various Ferula L. species on prostate cancer (PC-3) cell line. J. Res. Pharm. 2025;24(1):142-9.

Cited By

Anti-Colorectal Cancer Effects of Medicinal Plants: Euphorbia helioscopia, Ferula elaeochytris, and Sideritis albiflora
Commagene Journal of Biology
https://doi.org/10.31594/commagene.907949