Nijerya ve Kamerun'daki Isolona Engl. (Annonaceae) bitkisinin karşılaştırmalı GC-MS analizi

Öz

Nijerya ve Kamerun'da bulunan altı (6) Isolona türünün GC-MS analizi kullanılarak karşılaştırmalı değerlendirmeleri yapılmıştır. Analiz metanol özütü ile gerçekleştirildi ve yüz yetmiş altı (176) fito-bileşen tanımlandı ve I heksaloba'da 3.22 dakika ile I. campanulata'da 34.56 dakika arasında değişen farklı alıkonma sürelerinde tanımlanmaları gerçekleştirildi. Öne çıkan bileşikler karboksilik ve türevleri olur iken, en az tepit edilen bileşikler alkinlerde tanımlandı. En yüksek M.wt. 34.52 dakikalık alıkonma zamanında I. congolana'da 741.5 olarak ölçülürken, düşük M.wt. değeri 84.15 ile 3.44 dk alıkonma süresinde I. thonneri'de tespit edildi. Heksadekanoik asit, metil ester formülü C17H34O2 ve 270.4 M.wt olarak değerlendirilen bileşik, altı türün tamamında tespit edildi ve Isolona cinsi için bir tanısal karakter önerildi. Kantitatif olarak, tüm türlerde izole edilen analit miktarı, I. hexaloba'da %0.1 ile I. thonneri'de %59.36'ya kadar değişim gösterdi. Farklı kimyasal bileşenlere dayalı olarak Isolona türleri arasındaki ilişkileri göstermek için RMSD ve Öklid indeksi ile iki UPGMA ağacı oluşturuldu. Oluşturulan ağaç, I. thonneri'nin diğer tüm türlerden ayrıldığını ortaya çıkarmış, ayrıca I. hexaloba, I. campanulata ve I. zenkeri'nin bir alt ağaç oluşturduğu görüldü. En yüksek uzaklık değeri I. thonneri ve I. congolana arasında 9.576 olarak puanır iken, en yüksek benzerlik düzeyi I. hexaloba ve I. campanulata'da 2.911 puan almıştır. Örtüşen fito-bileşen karakterleri, incelenen taksonların yakınlığını ortaya çıkardı, bu durum her cinsteki ve nihayetinde Annonaceae familyasındaki mevcut verileri güncellenmesine neden olacaktır.

Anahtar Kelimeler

• Karşılaştırmalı analiz
• GC_MS
• Isolona
• Fitbileşenler

Comparative analysis of GC-MS of Isolona Engl. (Annonaceae) in Nigeria and the Cameroons

Öz

The comparative assessment of six (6) Isolona species occurring in Nigeria and the Cameroons was undertaking using GC-MS analysis. The analysis was carried out with methanol extract and one hundred and seventy-six (176) phyto-constituents identified and scored at different retention times ranges from 3.22min in I. hexaloba (Pierre) Engl. & Diels. to 34.56min in I. campanulata Engl. & Diels.. The prominent compounds were scored in carboxylic and its derivates while the least compound was identified in alkyne. Highest M.wt. was 741.5 in I. congolana (De Wild.&T.Durand) Engl. & Diels. at retention time of 34.52 min and the lowest M.wt. was 84.15 in I. thonneri (De Wild.&T.Durand) Engl. & Diels. at retention time 3.44 min. Hexadecanoic acid, methyl ester formula C17H34O2 and M.wt of 270.4 was scored in all the six species suggested a diagnostic characters for the genus Isolona. Quantitatively, the amount of the analytes isolated in all the species ranges from 0.1% in I. hexaloba to 59.36% in I. thonneri. Two UPGMA distant trees were constructed with RMSD and Euclidean index to illustrate the relationships among the Isolona species based on the difference chemical constituents. The distance tree revealed the separation of I. thonneri from all other species, also a sub-cluster tree of I. hexaloba, I. campanulata and I. zenkeri (Engl.) Dyer. was also constructed. The highest distance value level is 9.576 scored between I. thonneri and I. congolana while the highest similarity level was 2.911 scored in I. hexaloba and I. campanulata. The overlapping phyto-constituents characters revealed the closeness of the taxa studied, this invariably will update the existing data in the genus and ultimately in the family Annonaceae.

Anahtar Kelimeler

• Isolona
• GC-MS
• Comparative analysis
• Phyto-constituents

Kaynakça

1. Akilan CA, Srividhya M, Mohana Priya C, Samuel C, Sundara Mahalingam, MA (2014). Comparative analysis of phytochemicals, antibiogram of selected plants in Solanaceae family and its characterization studies. International Journal of Pharmacy and Pharmaceutical Sciences 6: 946-950.
2. Angiosperm Phylogeny Group II (2003). An update of the Angiosperm Phylogeny Group classification for the orders and families of flowering plants: APG II. Botanical Journal of the Linnean Society 141: 399-436.
3. Bremer B, Bremer K, Chase MW (2009). An update of the Angiosperm Phylogeny Group classification for the orders and families of flowering plants: APG III. Botanical Journal of the Linnean Society 161: 105-121.
4. Cardoso CL, Silva DHS, Young MCM, Castro G, Bolzani VS (2008). Indole monoterpene alkaloids from Chimarrhistur binata DC Prodr.: A contribution to the chemo-taxonomic studies of the Rubiaceae family. Brazilian Journal of Pharmacy18: 26-29.
5. Chatrou LW, Koek-Noorman J, Maas PJM (2004). Annonaceae. In: Smith N, Morl SA, Henderson A, Stevenson DW, Heald SV (eds.). Flowering of Neotropics. Princeton: Princeton University Press, pp. 18-20.
6. Couvreur TLP, Gereau RE, Wieringa JJ, Richardson JE (2006). Description of four new species of Monodora and Isolona (Annonaceae) from Tanzania and an overview of Tanzanian Annonaceae diversity. Adansonia 28(2): 243-266.
7. Couvreur TLP (2009). Monograph of the syncarpous African genera Isolona and Monodora (Annonaceae). Systematic Botany Monographs 87: 1-150.
8. Couvreur TLP, Maas PJM, Meinke S, Johnson DM, Kebler PJA (2012). Keys to the genera of Annonaceae. Botanical Journal of the Linnean Society 169: 74-83.

9. Couvreur TLP, Richardson JE, Sosef MSM, Erkens RHJ, Chatrou LW (2008). Evolution of syncarpy and other morphological characters in African Annonaceae: a posterior mapping approach. Molecular Phylogenetics and Evolution 47: 302-318.
10. Cunha IB, Sawaya AC, Caetano FM, Shimizu MT, Marcucci MC, Drezza FT, Povia GS, Carvalho PO (2004). Factors that influence the yield and composition Brazilian propolis extracts. Journal Brazil Chemical Society 15: 964-970.
11. Engler A, Diels L (1901). Annonaceae. In: Engler, A, (ed.). Monographien Afrikanischer pflanzen familien und gattungen VI Anonaceae. Leipzig: W. Engelmann, pp 1- 96.
12. Faustino MV, Seca AML, Silveira P, Silva AMS, Pinto DC (2017). Gas chromatography–mass spectrometry profile of four Calendula L. taxa: A Industrial crops and products 104: 91-98.
13. Gamal AE, Soliman AH, Kamel S, Abdelfattah B (2017). Systematics implications of GC-MS analysis of secondary metabolites in the ethanol extract of Solanum species from South West Saudi Arabia. Egypt Journal of Botany 57(3): 429- 444.
14. Gottsberger G, Meinke S, Porembski S (2011). First records of flower biology and pollination in African Annonaceae: Isolona, Piptostigma, Uvariodendron, Monodora and Uvariopsis. Flora 206: 498-510.
15. Holmgren P, Holmgren N (2003). Index Herbariorum. Website: http://www.nybg.org/bsci/ih/ih.html / [accessed 31 May 2021].
16. Hutchinson J, Dalziel JM, Keay RWJ (1954). Flora of West Tropical Africa. Vol. 1, Part 1. London: Crown Agents for Oversea Governments and Administrations.
17. Le Thomas A (1969). Annonacées. Flore du Gabon, Vol. 16. Paris: Muséum National d’Histoire Naturelle. Leboeuf M, Cavé A, Bhaumik PK, Mukherjee R (1982). The phytochemistry of the Annonaceae. Phytochemistry 21(12): 2783-2813.
18. Maas PJM, Westra LYT, Chatrou LW (2003). Duguetia. Flora Neotropica monograph 88. New York: The New York Botanical Garden.
19. Mohy-UD-Din A, Zaheer-UD-Din K, Ahmad M, Kashmiri MA (2010). Chemotaxonomic value of alkaloids in Solanum nigrum complex. Pakistan Journal of Botany 42: 653-660.
20. Panichpol K, Waterman PG (1978). Novel flavonoids from the stem of Popowia cauliflora. Phytochemistry 8(17): 1363-1367.
21. Phrompittayarat W, Putalun W, Tanaka H, Jetiyanon K, Wittaya-areekul S, Ingkaninan K (2008). Comparison of various extraction methods of Bacopa monnier. Naresuan University Journal 15(1): 29-34.
22. Smith SA, Beaulieu JM, Donoghue MJ (2010). An uncorrelated relaxed-clock analysis suggests an earlier origin for flowering plants. Proceedings of the National Academy of Science of the United States of America107: 5897-5902.
23. Tetenyi P (1987). A chemotaxonomic classification of the Solanaceae. Annals of the Missouri Botanical Garden 74(3): 600-608.
24. Verdcourt B (1971). Annonaceae. In: Milne-Redhead E, PolhillR.M. (eds). Flora of Tropical East Africa. London: Crown Agents for Oversea Governments and Administrations, pp. 1-131.
25. Young MCM, Braga MR, Dietrich SMC, Bolzani VS, Trevisan LM, Gottlieb OR (1996). Chemosystematic markers of Rubiaceae. Opera Botanica Belgica 7: 205-212.
26. Zeng L, Zhang Q, Sun R, Kong H, Zhang N, Ma H. (2014). Resolution of deep angiosperm phylogeny using conserved nuclear genes and estimates of early divergence times. Nature Communications 5956: 1-12.