Nat Prod Sci.  2018 Jun;24(2):115-118. 10.20307/nps.2018.24.2.115.

Ethyl Haematommate from Stereocaulon graminosum Schaer.: Isolation and Crystal Structure

• Ismed F
• Arifa N
• Zaini E
• Bakhtiar A
• Umeda D
• Putra OD
• Yonemochi

• KMID: 2416072
• DOI: http://doi.org/10.20307/nps.2018.24.2.115

Abstract

Herein, we reported the phytochemical investigation of whole thallus Sumatran lichen, Stereocaulon graminosum Schaer, and isolated a mono aromatic compound, ethyl haematommate (1). The structure of compound 1 have been established based on spectroscopic data and confirmed by single crystal X-ray structure analysis.

Keyword

Stereocaulon; Lichen; Mono aromatic; Crystal structure

MeSH Terms

Lichens

Figure

• 

  Fig. 1. Chemical structure of compound 1 isolated from lichen S. graminosum.

• 

  Fig. 2. Key HMBC correlations of compound 1.

• 

  Fig. 3. Thermal ellipsoid structures of compound 1 with atom labelling drawn at a 50% probability level. The asymmetric unit contained one molecule of compound 1.

• 

  Fig. 4. The π–π interactions in compound 1 create a layered architecture propagating in the (001) plane. Hydrogen atoms are omitted for clarity.

Reference

References

(1). Singh R.., Ranjan S.., Nayaka S.., Pathre U. V.., Shirke P. A.Acta Physiol. Plant. 2013. 35:1605–1615.

(2). Ismed F.., Lohézic-Le Dévéhat F.., Delalande O.., Sinbandhit S.., Bakhtiar A.., Boustie J.Fitoterapia. 2012. 83:1693–1698.

(3). Ismed F.., Lohézic-Le Dévéhat F.., Rouaud I.., Ferron S.., Bakhtiar A.., Boustie J. Z.Naturforsch. C. 2017. 72:55–62.

(4). Stocker-Wörgötter E.Nat. Prod. Rep. 2008. 25:188–200.

(5). Seshadri T. R.Proc. Indian Acad. Sci. 1944. 20:1–14.

(6). Marante F. J. T.., Castellano A. G.., Rosas F. E.., Aguiar J. Q.., Barrera J. B. J.Chem. Ecol,. 2003. 29:2049–2071.

(7). Choudhary M. I.., Ali M.., Wahab A.., Khan A.., Rasheed S.., Shyaula S. L.., Rahman A.Sci. China Chem. 2011. 54:1926–1931.

(8). Manojlovic N. T.., Vasiljevic P. J.., Maskovic P. Z.., Juskovic M.., Bogdanovic-Dusanovic G.Evid. Based Complement. Alternat. Med. 2012. 2012:452431.

(9). Huneck S.., Yoshimura I.Identification of lichen substances. Springer;United States: 1996. . pp.p. 421–422.

(10). Calculated using ABSCOR. Empirical Absorption Correction Based on Fourier Series Approximation; Rigaku: Texas, 1994. Based on Fourier Series Approximation; Rigaku: Texas,. 1994.

(11). Burla M. C.., Caliandro R.., Camalli M.., Carrozzini B.., Cascarano G. L.., De Caro L.., Giacovazzo C.., Polidori G.., Spagna R. J.Appl. Cryst. 2005. 38:381–388.

(12). Sheldrick G. M.Acta Crystallogr. A. 2008. 64:112–122.

(13). Macrae C. F.., Bruno I. J.., Chisholm J. A.., Edgington P. R.., McCabe P.., Pidcock E.., Rodriguez-Monge L.., Taylor R.., van de Streek J.., Wood P. A. J.Appl. Cryst. 2008. 41:466–470.

(14). Rao P. S.., Sarma K. G.., Seshadri T. R.Proc. Indian Acad. Sci. 1967. 66:1–14.

(15). Putra O. D.., Furuishi T.., Yonemochi E.., Terada K.., Uekusa H.Cryst. Growth Des. 2016. 16:3577–3581.

(16). Ismed F.., Farhan A.., Bakhtiar A.., Zaini E.., Nugraha Y. P.., Dwichandra Putra, O. Uekusa H.Acta Crystallogr. E Crystallogr. Commun. 2016. 72:1587–1589.

(17). Putra O. D.., Umeda D.., Nugraha Y. P.., Furuishi T.., Nagase H.., Fukuzawa K.., Uekusa H.., Yonemochi E.CrystEngComm. 2017. 19:2614–2622.

(18). Groom C. R.., Bruno I. J.., Lightfoot M. P.., Ward S.C.; Acta Crystallogr. B Struct. Sci. Cryst. Eng. Mater. 2016. 72:171–179.