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Phytochemicals and biological activities of Macaranga hosei and Macaranga constricta (Euphorbiaceae)

Year 2017, Volume: 21 Issue: 4, 881 - 888, 01.12.2017

Abstract

Phytochemicals and biological activities of the leaves of
Macaranga hosei and Macaranga constricta have been studied.
Fractionation and purification of the extracts of M. hosei
afforded two triterpenoids, lupenone (1) and β-sitostenone
(2) and two flavonoids, 5-hydroxy-7,4’-dimethoxyflavone
(3) and 5-hydroxy-6,7,4’-trimethoxyflavone (4). Three
triterpenoids characterized as taraxerone (5), taraxerol (6)
and β-amyrin (7) were isolated from M. constricta. The
structures of these compounds were established by analysis
of their spectroscopic data, as compared to that of reported
compounds. Biological activities which include antibacterial,
α-glucosidase inhibition and antioxidant were also carried
out. The antibacterial activities have demonstrated that all
extracts and isolated compounds exhibited weak inhibition
against the tested bacterial strains with MIC value exceeded
500 μg/mL. Evaluation of α-glucosidase inhibition activity
using ρ-nitrophenyl-ρ-D-glucopyranosidase on extracts
exhibited α-glucosidase inhibitory potential. The most potent
α-glucosidase activity was exhibited by the petroleum ether
extract of M. hosei with inhibitory concentration at 50% (IC50)
of 25.3 ppm compared with quercetin (4.5 ppm) and acarbose
(12.6 ppm). The antioxidant activity was conducted through
DPPH radical scavenging activity and total phenolic content.
All the extracts displayed positive results and the methanol
extract of M. hosei displayed the highest scavenging activity
with scavenging concentration at 50% (SC50) value of 25.8 ppm.
The methanol extract of M. hosei also gave the highest total
phenol content with 347.7 mg GAE/g.

References

  • 1. Ju A, Feldhaar H, Feldmeyer B, Fiala B. Chemical composition of leaf volatiles in Macaranga species (Euphorbiaceae) and their potential role as olfactory cues in host-localization of foundress queens of specific ant partners. Biochem Syst Ecol 2006; 34: 97-113. 2. Lim TY, Lim YY, Yule CM. Evaluation of antioxidant, antibacterial and anti-tyrosinase activities of Four Macaranga species. Food Chem 2009; 114: 594-9. 3. Davies SJ, Palmiotto PA, Ashton PS, Lee HS, Lafrankie JV. Comparative ecology of 11 sympatric species of Macaranga in Borneo: Tree Distribution in relation to horizontal and vertical resource heterogeneity. J Ecol 1998; 86: 662-73. 4. Heil M, Fiala B, Kaiser W, Linsenmair KE. Chemical contents of Macaranga food bodies: Adaptations to their role in ant attraction and nutrition. Funct Ecol 1998; 12: 117-22. 5. Baker JA. Notes on the biology of Macaranga species. Gardens Bull 1934; 8: 63-74. 6. Isely D. Investigations in seed classification by family characteristics. Res Bull 1947; 350-2. 7. Whitmore TC, Airy Shaw HK. Studies in Macaranga: IV: New and notable records for Malaya. Royal Bot Gards 1971; 25: 237-42. 8. Davies SJ. Systematics of Macaranga sect. Pachystemon and Pruinosae (Euphorbiaceae). Harvard Papers Bot 2001; 6: 371- 448. 9. Marliana E, Tjahjandarie TS, Tanjung M. Isoprenylated flavanone derivatives from Macaranga hosei King ex Hook.F. Der Pharm Lett 2015; 7: 153-6. 10. Venkata C, Prakash S, Prakash I. Isolation and structural characterization of lupane triterpenes from Polypodium Vulgare. Res J Pharm Sci 2012; 1: 23-7. 11. Prachayasittikul S, Suphapong S, Worachartcheewan A, Lawung R, Ruchirawat S, Prachayasittikul V. Bioactive metabolites from Spilanthes acmella Murr. Molecules 2009; 14: 850-67. 12. Eswaraiah MC, Elumalai A. Isolation of phytoconstituents from the stems of Mussaenda erythrophylla. Pelagia Res Lib 2011; 2: 132-42. 13. Ayatollahi SA, Shojaii A, Kobarfard F, Mohammadzadeh M, Choudhary MI. Two flavones from Salvia leriaefolia. Iranian J Pharm Res 2009; 8:179-84. 14. Koay YC, Wong KC, Osman H, Eldeen I, Asmawi MZ. Chemical constituents and biological activities of Strobilanthes crispus L. Rec Nat Prod 2013; 7: 59-64. 15. Tareq FS, Sohrab H, Uddin AMS, Afroz F, Hasan CM. Phytochemical studies on the leaves of Xylia dolabriformis. J Pharm Sci 2009; 52: 171-2. 16. Ogwuche CE, Amupitan JO, Ndukwel G, Ayo RG. Isolation and biological activity of the triterpene β-amyrin from the aerial plant parts of Maesobotrya barteri (Baill). Med Chem 2014; 4: 729-33. 17. Phommart S, Sutthivaiyakit P, Chimnoi N, Ruchirawat S, Sutthivaiyakit S. Constituents of the leaves of Macaranga tanarius. J Nat Prod 2005; 68: 927-30. 18. Zakaria I, Ahmat N, Jaafar FM, Widyawaruyanti A. Flavonoids with antiplasmodial and cytotoxic activities of Macaranga triloba. Fitoterapia 2012; 83: 968-72. 19. Sultana S, Ilyas M. Chromenoflavones from Macaranga indica. Phytochemistry 1986; 25: 953-4. 20. Hnawia E, Thoison O, Guéritte-Voegelein F, Bourret D, Sévenet T. A geranyl substituted flavonol from Macaranga vedeliana. Phytochemistry 1990; 29: 2367-8. 21. Sutthivaiyakit S, Unganont S, Sutthivaiyakit P, Suksamrarn A. Diterpenylated and prenylated flavonoids from Macaranga denticulata. Tetrahedron 2002; 58: 3619-22. 22. Kawakami S, Harinantenaina L, Matsunami K, Otsuka H, Shinzato T, Takeda Y. Macaflavanones A-G, prenylated flavanones from the leaves of Macaranga tanarius. J Nat Prod 2008; 71: 1872-6. 23. Zhang Y, Shen Y, Zhu Y, Xu Z. Assessment of the correlations between reducing power, scavenging DPPH activity and antilipidoxidation capability of phenolic antioxidants. LWT Food Sci Technol 2015; 63: 569-74. 24. Andrew O, Yusuf S, Jangabe LM, Lawal BS, Aliyu AA. α-Glucosidase inhibitory potential of selected anti-diabetic plants used in North-Western Nigeria. J Med Pl Res 2013; 7: 2010-8. 25. Lee SY, Mediani A, Ashikin N, Azliana ABS, Abas F. Antioxidant and α-glucosidase inhibitory activities of the leaf and stem of selected traditional medicinal plants. Int Food Res J 2014; 21: 165-72. 26. Djoukeng JD, Abou-mansour E, Tabacchi R, Tapondjou AL, Bouda H, Lontsi D. Antibacterial triterpenes from Syzygium guineense (Myrtaceae). J Ethnopharmacol 2005; 101: 283-6. 27. Taleb-Contini SH, Salvador MJ, Watanabe E, Ito IY. Antimicrobial activity of flavonoids and steroids Isolated from two Chromolaena species. Braz J Pharm Sci 2003; 39: 403-8. 28. Kassim NK, Rahmani M, Ismail A, Sukari MA, Gwendoline CLE, Nasir NM, Awang K. Antioxidant activity-guided separation of coumarins and lignan from Melicope glabra (Rutaceae). Food Chem 2013; 139: 87-92. 29. Mediani LSY, Ashikin NAH, Azliana ABS, Abas F. Antioxidant and α-glucosidase inhibitory activities of the leaf and stem of selected traditional medicinal plants. Int Food Res J 2014; 21: 165-72. 30. Salleh WMNHW, Ahmad F, Khong HY. Chemical compositions and biological activities of the essential oils of Beilschmiedia madang Blume (Lauraceae). Arch Pharm Res 2015; 38: 485-93.
Year 2017, Volume: 21 Issue: 4, 881 - 888, 01.12.2017

Abstract

References

  • 1. Ju A, Feldhaar H, Feldmeyer B, Fiala B. Chemical composition of leaf volatiles in Macaranga species (Euphorbiaceae) and their potential role as olfactory cues in host-localization of foundress queens of specific ant partners. Biochem Syst Ecol 2006; 34: 97-113. 2. Lim TY, Lim YY, Yule CM. Evaluation of antioxidant, antibacterial and anti-tyrosinase activities of Four Macaranga species. Food Chem 2009; 114: 594-9. 3. Davies SJ, Palmiotto PA, Ashton PS, Lee HS, Lafrankie JV. Comparative ecology of 11 sympatric species of Macaranga in Borneo: Tree Distribution in relation to horizontal and vertical resource heterogeneity. J Ecol 1998; 86: 662-73. 4. Heil M, Fiala B, Kaiser W, Linsenmair KE. Chemical contents of Macaranga food bodies: Adaptations to their role in ant attraction and nutrition. Funct Ecol 1998; 12: 117-22. 5. Baker JA. Notes on the biology of Macaranga species. Gardens Bull 1934; 8: 63-74. 6. Isely D. Investigations in seed classification by family characteristics. Res Bull 1947; 350-2. 7. Whitmore TC, Airy Shaw HK. Studies in Macaranga: IV: New and notable records for Malaya. Royal Bot Gards 1971; 25: 237-42. 8. Davies SJ. Systematics of Macaranga sect. Pachystemon and Pruinosae (Euphorbiaceae). Harvard Papers Bot 2001; 6: 371- 448. 9. Marliana E, Tjahjandarie TS, Tanjung M. Isoprenylated flavanone derivatives from Macaranga hosei King ex Hook.F. Der Pharm Lett 2015; 7: 153-6. 10. Venkata C, Prakash S, Prakash I. Isolation and structural characterization of lupane triterpenes from Polypodium Vulgare. Res J Pharm Sci 2012; 1: 23-7. 11. Prachayasittikul S, Suphapong S, Worachartcheewan A, Lawung R, Ruchirawat S, Prachayasittikul V. Bioactive metabolites from Spilanthes acmella Murr. Molecules 2009; 14: 850-67. 12. Eswaraiah MC, Elumalai A. Isolation of phytoconstituents from the stems of Mussaenda erythrophylla. Pelagia Res Lib 2011; 2: 132-42. 13. Ayatollahi SA, Shojaii A, Kobarfard F, Mohammadzadeh M, Choudhary MI. Two flavones from Salvia leriaefolia. Iranian J Pharm Res 2009; 8:179-84. 14. Koay YC, Wong KC, Osman H, Eldeen I, Asmawi MZ. Chemical constituents and biological activities of Strobilanthes crispus L. Rec Nat Prod 2013; 7: 59-64. 15. Tareq FS, Sohrab H, Uddin AMS, Afroz F, Hasan CM. Phytochemical studies on the leaves of Xylia dolabriformis. J Pharm Sci 2009; 52: 171-2. 16. Ogwuche CE, Amupitan JO, Ndukwel G, Ayo RG. Isolation and biological activity of the triterpene β-amyrin from the aerial plant parts of Maesobotrya barteri (Baill). Med Chem 2014; 4: 729-33. 17. Phommart S, Sutthivaiyakit P, Chimnoi N, Ruchirawat S, Sutthivaiyakit S. Constituents of the leaves of Macaranga tanarius. J Nat Prod 2005; 68: 927-30. 18. Zakaria I, Ahmat N, Jaafar FM, Widyawaruyanti A. Flavonoids with antiplasmodial and cytotoxic activities of Macaranga triloba. Fitoterapia 2012; 83: 968-72. 19. Sultana S, Ilyas M. Chromenoflavones from Macaranga indica. Phytochemistry 1986; 25: 953-4. 20. Hnawia E, Thoison O, Guéritte-Voegelein F, Bourret D, Sévenet T. A geranyl substituted flavonol from Macaranga vedeliana. Phytochemistry 1990; 29: 2367-8. 21. Sutthivaiyakit S, Unganont S, Sutthivaiyakit P, Suksamrarn A. Diterpenylated and prenylated flavonoids from Macaranga denticulata. Tetrahedron 2002; 58: 3619-22. 22. Kawakami S, Harinantenaina L, Matsunami K, Otsuka H, Shinzato T, Takeda Y. Macaflavanones A-G, prenylated flavanones from the leaves of Macaranga tanarius. J Nat Prod 2008; 71: 1872-6. 23. Zhang Y, Shen Y, Zhu Y, Xu Z. Assessment of the correlations between reducing power, scavenging DPPH activity and antilipidoxidation capability of phenolic antioxidants. LWT Food Sci Technol 2015; 63: 569-74. 24. Andrew O, Yusuf S, Jangabe LM, Lawal BS, Aliyu AA. α-Glucosidase inhibitory potential of selected anti-diabetic plants used in North-Western Nigeria. J Med Pl Res 2013; 7: 2010-8. 25. Lee SY, Mediani A, Ashikin N, Azliana ABS, Abas F. Antioxidant and α-glucosidase inhibitory activities of the leaf and stem of selected traditional medicinal plants. Int Food Res J 2014; 21: 165-72. 26. Djoukeng JD, Abou-mansour E, Tabacchi R, Tapondjou AL, Bouda H, Lontsi D. Antibacterial triterpenes from Syzygium guineense (Myrtaceae). J Ethnopharmacol 2005; 101: 283-6. 27. Taleb-Contini SH, Salvador MJ, Watanabe E, Ito IY. Antimicrobial activity of flavonoids and steroids Isolated from two Chromolaena species. Braz J Pharm Sci 2003; 39: 403-8. 28. Kassim NK, Rahmani M, Ismail A, Sukari MA, Gwendoline CLE, Nasir NM, Awang K. Antioxidant activity-guided separation of coumarins and lignan from Melicope glabra (Rutaceae). Food Chem 2013; 139: 87-92. 29. Mediani LSY, Ashikin NAH, Azliana ABS, Abas F. Antioxidant and α-glucosidase inhibitory activities of the leaf and stem of selected traditional medicinal plants. Int Food Res J 2014; 21: 165-72. 30. Salleh WMNHW, Ahmad F, Khong HY. Chemical compositions and biological activities of the essential oils of Beilschmiedia madang Blume (Lauraceae). Arch Pharm Res 2015; 38: 485-93.
There are 1 citations in total.

Details

Subjects Health Care Administration
Journal Section Articles
Authors

Wan Mohd Nuzul Hakimi Wan Salleh This is me

Nur Zawani Abdul Razak This is me

Farediah Ahmad This is me

Publication Date December 1, 2017
Published in Issue Year 2017 Volume: 21 Issue: 4

Cite

APA Salleh, W. M. N. H. W., Razak, N. Z. A., & Ahmad, F. (2017). Phytochemicals and biological activities of Macaranga hosei and Macaranga constricta (Euphorbiaceae). Marmara Pharmaceutical Journal, 21(4), 881-888.
AMA Salleh WMNHW, Razak NZA, Ahmad F. Phytochemicals and biological activities of Macaranga hosei and Macaranga constricta (Euphorbiaceae). J Res Pharm. December 2017;21(4):881-888.
Chicago Salleh, Wan Mohd Nuzul Hakimi Wan, Nur Zawani Abdul Razak, and Farediah Ahmad. “Phytochemicals and Biological Activities of Macaranga Hosei and Macaranga Constricta (Euphorbiaceae)”. Marmara Pharmaceutical Journal 21, no. 4 (December 2017): 881-88.
EndNote Salleh WMNHW, Razak NZA, Ahmad F (December 1, 2017) Phytochemicals and biological activities of Macaranga hosei and Macaranga constricta (Euphorbiaceae). Marmara Pharmaceutical Journal 21 4 881–888.
IEEE W. M. N. H. W. Salleh, N. Z. A. Razak, and F. Ahmad, “Phytochemicals and biological activities of Macaranga hosei and Macaranga constricta (Euphorbiaceae)”, J Res Pharm, vol. 21, no. 4, pp. 881–888, 2017.
ISNAD Salleh, Wan Mohd Nuzul Hakimi Wan et al. “Phytochemicals and Biological Activities of Macaranga Hosei and Macaranga Constricta (Euphorbiaceae)”. Marmara Pharmaceutical Journal 21/4 (December 2017), 881-888.
JAMA Salleh WMNHW, Razak NZA, Ahmad F. Phytochemicals and biological activities of Macaranga hosei and Macaranga constricta (Euphorbiaceae). J Res Pharm. 2017;21:881–888.
MLA Salleh, Wan Mohd Nuzul Hakimi Wan et al. “Phytochemicals and Biological Activities of Macaranga Hosei and Macaranga Constricta (Euphorbiaceae)”. Marmara Pharmaceutical Journal, vol. 21, no. 4, 2017, pp. 881-8.
Vancouver Salleh WMNHW, Razak NZA, Ahmad F. Phytochemicals and biological activities of Macaranga hosei and Macaranga constricta (Euphorbiaceae). J Res Pharm. 2017;21(4):881-8.

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