Preliminary investigation of the chemo diversity of bioactive molecules produced by endophytic fungi isolated from Manihot utilisima leaf

Ugochukwu Moses  Okezie; Peter Maduabuchi  Eze; Festus Basden Chiedu  Okoye; Charles Okechukwu  Esimone

doi:10.30574/gscbps.2021.17.1.0284

Authors

Ugochukwu Moses Okezie Department of Pharmaceutical Microbiology and Biotechnology, Nnamdi Azikiwe, University, Awka, Anambra State, Nigeria.
Peter Maduabuchi Eze Department of Environmental Health Science, Faculty of Health Sciences and Technology, Nnamdi Azikiwe University, Awka, Anambra State, Nigeria.
Festus Basden Chiedu Okoye Department of Pharmaceutical and Medicinal Chemistry, Nnamdi Azikiwe University, Awka, Anambra State, Nigeria.
Charles Okechukwu Esimone Department of Pharmaceutical Microbiology and Biotechnology, Nnamdi Azikiwe, University, Awka, Anambra State, Nigeria.

DOI:

https://doi.org/10.30574/gscbps.2021.17.1.0284

Keywords:

Endophytic fungi, Manihot utilisima, Chemodiversity, Bioactive compounds, Antimicrobial, Antioxidant

Abstract

Endophytic fungi have demonstrated a harmless relationship living within the internal tissues of several plant hosts and at the same time produce diverse important bioactive compounds having a wide range of pharmaceutical applicability. In this study, nine endophytic fungi, eight from Cassava leaf: Clg1, Clg2, Clr4, Clr5, Clr6, Clr7, Clr9 and one from Cassava mid-rib: CRs3 with distinct cultural features were isolated from healthy leaves of Manihot utilisima and axenic cultures were fermented on sterile rice medium for 21 days. The antimicrobial and antioxidant activities of the fungal crude extracts were evaluated. Chemical analyses of the metabolic profiles of each fungal extract revealed the presence of nine known compounds with established biological activities. Each fungal extract exhibited antimicrobial activities against at least one Gram positive and Gram negative bacteria with an inhibition zone that ranged from 2 – 6 mm. Clg2 and CRs3 fungal extracts demonstrated moderate potential to scavenge free radical with an inhibition of 58 and 60% respectively. Septicine, cyclo(prolylvalyl), pentenedioc acid, neurolenin B, rubrofusarin, p-Hydroxybenzoic acid, protocatechuic acid, citreoisocoumarin, palitantin and pestalio pyrone were the compounds detected in the fungal fermentation products. Our findings reveal that M. utilisima leaves harbor endophytic fungi with unique chemodiversity of bioactive secondary metabolites needed for development of new drugs.

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References

Strobel GA, Daisy B, Castillo U, Harper J. Natural Products from Endophytic microorganisms. J. Nat. Prod. 2004; 67:257

Food and Agriculture Organization of the United Nations. Available from: http://www.fao.org/ag/agp/agpc/gcds. 1990

Bahekar S, Kale R. PHYTOPHARMACOLOGICAL ASPECTS OF MANIHOT ESCULENTA CRANTZ (CASSAVA) - A REVIEW. Mintage journal of pharmaceutical and medicinal sciences. 2013; Vol 2 Issue 1

Yuniarti T. Ensiklopedia tanaman obat tradisional. Yogyakarta: Media Pressindo, Yogyakarta. 2008. Distributor tunggal, Buku Kita,

p

Zakaria Z.A. The in vitro antibacterial activity and brine shrimp toxicity of Manihot esculenta var. Sri Pontian (Euphorbiacea) extracts. Int. J. Pharmacol. 2006; 2(2):216-20.

Yi B, Hu L, Mei W, Zhou K, Wang H, Luo Y, Wei X and Dai H. Antioxidant Phenolic Compounds of Cassava (Manihot esculenta) from Hainan. Molecules. 2011; 16(12): 10157–10167.doi: 10.3390/molecules161210157

Okezie U.M, Eze P.M, Okoye F.B.C, Ikegbunam M.N, Ugwu M.C, Esimone C.O. Secondary Metabolites from an endophytic fungus of Vernonia amygdalina. African Journal of Pharmaceutical Research and Development. 2017; Vol. 9 No.1:pp. 24-26

Okezie UM, Okoli OA, Ajaegbu EE, Okoye FBC, Esimone CO Antioxidant Activities of Extracts of Endophytic Fungi Isolated from Healthy Leaves of Carica Papaya International Journal of Research Studies in Biosciences (IJRSB) 2021; Volume 8, Issue 8:PP 48-56 ISSN No. (Online) 2349-0365 DOI: https://doi.org/10.20431/2349-0365.0808005

Ibtisamatul Aminah, Andani E. Putra, Dayar Arbain, Dian Handayani. Antibacterial potential of fungi derived extracts of marine sponge Acanthostrongylophora ingens. AACL Bioflux. 2020: Volume 13, Issue 2. http://www.bioflux.com.ro/aacl

Lee D S, Jang J H, Ko W, Kim K S, Sohn J, Kang M S, Ahn J S, Kim Y C, Oh H. PTP1B inhibitory and anti-inflammatory effects of secondary metabolites isolated from the marine-derived fungus Penicillium sp. JF-55. Marine Drugs 2013; 11(4):1409-1426.

Rusman Y. Isolation of new secondary metabolites from sponge-associated and plant-derived fungi. PhD Thesis, Universität Düsseldorf, Germany. 2006; 291 pp

Pakorn Wattana-Amorn, Waranya Charoenwongsa, Christopher Williams, Matthew P Crump, Busaya Apichaisataienchote. Antibacterial activity of cyclo(L-Pro-L-Tyr) and cyclo(D-Pro-L-Tyr) from Streptomyces sp. strain 22-4 against phytopathogenic bacteria. Epub 2016; 30(17):1980-3. DOI: 10.1080/14786419.2015.1095747

Wang X, Li Y, Zhang X, Lai D And Zhou L. Structural Diversity and Biological Activities of the Cyclodipeptides from Fungi. Molecules. 2017; 22(12):2026; https://doi.org/10.3390/molecules22122026

Dutta S, Ravali SGR, Ray S and Nagarajan K. Synthesis, structural characterization and biological activity of 2-(4 -methylbenzenesulphonamido) pentanedioic acid amide derivatives: In vitro and in vivo antineoplastic activity. Bangladesh J Pharmacol; 2015; 10:7-15

Guerrero RV, Abarca-Vargas R, Petricevich V. 2017. Chemical Compounds and Biological activity of an extract from Bougainvillea x buttiana (var. rose) Holttum and Standl. International Journal of Pharmacy and Pharmaceutical Sciences. 2017; Vol 9, Issue 3:ISSN- 0975-1491

Blair S, Mesa J, Correa A, Carmona-Fonseca J, Granados H, Saez J. Antimalarial activity of neurolenin B and derivates of Eupatorium inulaefolium (Asteraceae). Pharmazie 2002; 57(6):413-5.

Kerry L. Barnett, Kevin M. Shea, Catherine McGeough, Kristine Trotta, Steven Williams, Minh Ly, Kathryn Aloisio. Semester-Long Course-Based Research Project in Second-Semester Organic Chemistry: Synthesizing Potential Lead Compounds for the Treatment of a Neglected Tropical Disease. J. Chem. Educ 2020; 97,4:1008–1016

Usami, Y; Aoki, S; Hara, T; Numata, A New dioxopiperazine metabolites from a Fusarium species separated from a marine alga. J Antibiot. 2002; 55:655–659. [CrossRef] [PubMed]

Han P, Zhang X, Xu D, Zhang B, Lai D And Zhou L. Metabolites from Clonostachys Fungi and Their Biological Activities. J. Fungi. 2020; 6(4):229; https://doi.org/10.3390/jof6040229

Song YC, H Li, YH Ye, CY Shan, YM. Yang, RX Tan Endophytic naphthopyrone metabolites are co-inhibitors of xanthine oxidase, SW1116 cell and some microbial growths. FEMS Microbiology Letters. 2004; Volume 241, Issue 1:Pages 67–72, https://doi.org/10.1016/j.femsle.2004.10.005

Ujam NT; Eze PM Ejikeugwu C Okoye FBC Esimone CO Antimicrobial Activity of Metabolites of Lasiodiplodia theobromae isolated from Psiduim guajava. - International Journal of Innovative Science, Engineering & Technology, 2020; Vol. 7 Issue 2:ISSN (Online) 2348 – 7968

Xican Li, Xiaozhen Wang, Dongfeng Chen, Shuzhi Chen Antioxidant Activity and Mechanism of Protocatechuic Acid in vitro. Functional Foods in Health and Disease. 2011; 7:232-244 Page 232 of 244 Research Open Access

Yoswaris Semaming, Patchareewan Pannengpetch, Siriporn C. Chattipakorn and Nipon Chattipakorn. Phamacological Properties of Protocatechuic acid and its Potential roles as Complementary Medicine. Hindawi Evidence-Based complementary and Alternative Medicine. 2015. doi: 10.1155/2015/593902.

Cui, H; Liu, YY; Nie, Y; Liu, ZM; Chen, SH; Zhang, ZR; Lu, YJ; He, L; Huang, XS; She, ZG Polyketides from the mangrove-derived endophytic fungus Nectria sp. HN001 and their α-glucosidase inhibitory activity. Mar. Drugs. 2016: 14:86

Neelgundmath, M, Dinesh, K R, Mohan, C D, Li, F, Dai, X., Siveen, K S, et al. Novel synthetic coumarins that targets NF-kappaB in Hepatocellular carcinoma. Bioorg. Med. Chem. Lett. 2015; 25:893–897. doi: 10.1016/j.bmcl.2014.12.065

Antonius RB Ola, Bibiana D Tawo, Henderiana LL Belli, Peter Proksch, Dhana Tommy, Euis Holisotan Hakim. A New Antibacterial Plyketide from the Endophytic fungi Aspergillus fumigatiaffinis. Natural Product communications. 2018. DOI: 10.1177/1934578x1801301202

Fuska J, Kuhr I, Fuskova A.The effect of Palitantin, a metabolite of Penicillium frequentans on Leismania brasiliensis. Folia Microbiologica 1970; 15:111-116

Turkkan, M; Andolfi, A; Zonno, MC; Erper, I; Perrone, C; Cimmino, A; Vurro, M. Evidente, A. Phytotoxins produced by Pestalotiopsis guepinii, the causal agent of hazelnut twig blight. Phytopathol. Mediterr. 2011; 50:154–158

Li H, Yan C, Tang Y, Ma X, Chen Y, Chen S, Lin M, Liu Z. Endophytic bacterial and fungal microbiota in different cultivars of cassava (Manihot esculenta Crantz). Journal of Microbiology. 2020; 58:614-623

Yang, C; Meng, Q; Wang, M; Yuan, J; Shi, Z; Zhang, Y; Fu, S. Study on phenolic compounds of secondary metabolites from the fungus Gliocladium roseum CGMCC.3.3657. J. Zunyi Med. Univ. 2018; 41:674–677

Nguyen XH, Naing KW, Lee YS, Moon JH Isolation and characteristics of protocatechuic acid from Paenibacillus elgii HOA73 against Botrytis cinera on strawberry fruits. Journal of Basic Microbiology. 2014; 55(5)