Hyptis is a genus of flowering plant in the Lamiaceae family. These plants, known commonly as island bushmint; Hyptis lappacea · Hyptis lorentziana · Hyptis martiusii · Hyptis mutabilis – tropical bushmint; Hyptis pectinata – comb bushmint. Nepeta pectinata L. [family LAMIACEAE ] (stored under name); Hyptis pectinata ( L.) Poit. [family LAMIACEAE ] Verified by H.F. Wernham, Hyptis pectinata (L.). Hyptis pectinata, popularly known in Brazil as “sambacaitá” or “canudinho,” is an aromatic shrub largely grown in the northeast of Brazil. The leaves and bark are.
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The leaves and bark are used in an infusion for the treatment of throat and skin inflammations, bacterial infections, pain, and cancer. Analogues of rosmarinic pectinqta and flavonoids were obtained from the leaves of Hyptis pectinata and consisted of two new compounds, sambacaitaric acid 1 and 3- O -methyl-sambacaitaric acid 2and nine known compounds, rosmarinic hyptie 33- O -methyl-rosmarinic acid 4ethyl caffeate 5nepetoidin A 6nepetoidin B 7cirsiliol 8circimaritin 97- O -methylluteolin 10and genkwanin The structures of these compounds were determined by spectroscopic methods.
Compounds 1—5and 7 were evaluated in vitro against the promastigote form of L. The hexane, ethyl acetate, and methanol-water fractions were also evaluated. H 2 O fractions; and compounds 12 and 4 exhibited antileishmanial activity, and compound 1 was as potent as pentamidine. In contrast, compounds 35and 7 did not present activity against the promastigote form of L.
To our knowledge, compounds 1 pectinafa 2 are being described for the first time. The Lamiaceae family is cosmopolitan and comprises genera and species [ 1 ].
This group is well known for its essential oils [ 2 ], which are rich in terpenoids, especially the subfamily Nepetoideae. In South America, Hyptis is one of the main genera of this subfamily and comprises species. Of these species, are endemic to Brazil [ 3 ]. Although there are some reports on the constituents of H.
The leaves and bark are used in an infusion for the treatment of throat and skin inflammations, bacterial infections, pain and cancer [ 11 — 13 ]. The healing effect of H. Leishmaniasis is a major global public health problem, with three million cases annually [ 14 ]. American tegumentary leishmaniasis ATL is a serious zoonosis and is endemic throughout considerable areas hyptiw Latin America [ 15 ]. The main clinical forms of ATL are cutaneous leishmaniasis, mucosal or mucocutaneous leishmaniasis, and diffuse cutaneous leishmaniasis.
In Brazil, ATL pcetinata found in all states and has shown a high incidence over the last 20 pectimata furthermore, the genetic diversity among Leishmania parasites is great. At least seven Brazilian Leishmania species have been described as the etiological agent of human cutaneous disease, with most cases being caused by Leishmania Pcetinata braziliensis [ 16 — 18 ]. The drugs that are commercially used for the treatment of Leishmaniasis are highly toxic and require hospital monitoring because they may lead to death [ 19 ].
In this context, research on natural products for the treatment of leishmaniasis has been encouraged by the World Health Organization WHO through the Tropical Diseases Program [ 20 ]. The current work led to the isolation of two hpytis compounds, namely sambacaitaric acid 1 and 3- O -methyl-sambacaitaric acid 2 Figure 1and nine pectinnata compounds from H.
H 2 O fractions; and compounds 1 — 5 and 7 were evaluated in vitro against the promastigote form of L. Sephadex LH Sigma was employed for gel permeation chromatography. All solvents used are of commercial HPLC grade. The plant material was successively extracted with EtOH to obtain 7.
This extract was dissolved in MeOH: A portion of the EtOAc fraction 3. The purity of the compounds was examined via analytical HPLC with diode array detection. H 2 O fractions; and compounds 1 — 5 and 7 from H. The cytotoxicities of the extract, fractions, and compounds against the promastigotes were determined. Each compound solution was added at increasing concentrations 0. Cells were also cultured in a medium without compounds and vehicle basal growth control or with DMSO 0. Upon extraction and fractionation, the leaves of Hyptis pectinata yielded compounds 1 — 11 Figures 1 — 3.
Compounds 1 and 2 were identified as new compounds and as rosmarinic acid analogues, based on the detailed NMR analysis described below Table 1. The 13 C-NMR spectrum showed 18 carbon signals. The absolute configuration of 1 was determined by CD spectroscopy.
Flora of Zimbabwe: Species information: Hyptis pectinata
The 1 H and 13 C NMR spectra were similar to those of 1 with the addition of a methoxyl group on the 3 position. Thus, the structure of this new compound was established as 3- O -methyl-sambacaitaric acid.
The known compounds were identified from the spectroscopic data UV, IR, ESIMS, and NMR to be rosmarinic acid 33- O -methyl-rosmarinic acid 4 [ 22 ], ethyl caffeate 5 [ 23 ], nepetoidin A 6nepetoidin B 7 [ 24 ], cirsiliol 8[ 25 ] circimaritin 9 [ 26 ], 7- O -methylluteolin 10 [ 27 ], and genkwanin 11 [ 28 ].
Regarding compounds 6 and 7 nepetoidins A and B, resp. This is the first occurrence of flavonoid 8 cirsiliol in the Hyptis genus; however, it has also been found in the Labiateae family in the SideritisStachysTeucrium and Rosmarinus genera. Flavonoids 9 circimaritin and 11 genkwanin were isolated from Hyptis fasciculataa native species of Brazil, Argentina, and Uruguay [ 31 ].
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To evaluate and compare the leishmanicidal profile of H. H 2 O fractions; and the compounds isolated in major quantities 1 — 5 and 7 were evaluated in vitro pfctinata the promastigote form of L.
H 2 O fractions; and compounds 12, and 4 exhibited antileishmanial activity, with maximum effects of Several polyphenols with promising antileishmanial effects have been reported [ 3233 ]. Concerning the structure-activity relationship, it would appear that methoxylation of sambacaitaric acid on C 3 diminished the efficacy and potency.
However, the absence of the methoxyl group on the 3 position in rosmarinic acid 3 abolished the leishmanicidal activity against the promastigote form of L.
Moreover, Radtke [ 34 ] demonstrated that rosmarinic acid did not show selective toxicity when tested against the promastigote stages of the other Leishmania species L. Although the caffeic acid esters assessed in this study 5 and 7 have not shown leishmanicidal activity against the promastigotes of L.
hyptis pectinata leaves: Topics by
Ethyl caffeate 5 UV Nepetoidin A 6 UV Nepetoidin B 7 UV Cirsiliol 8 UV Circimaritin 9 UVpecctinata Genkwanin 11 UV The chemical study of leaves from Hyptis pectinata resulted in the isolation of two new compounds, sambacaitaric acid 1 and 3- O -methyl-sambacaitaric acid 2and nine known compounds, rosmarinic acid 33- O -methyl-rosmarinic acid 4ethyl caffeate 5nepetoidin A 6nepetoidin B 7cirsiliol 8circimaritin 97- O -methylluteolin 10and genkwanin H 2 O fractions; and compounds 12, and 4 exhibited antileishmanial activity; compound 1 was as potent as pentamidine.
The activity of the EtOAc fraction can be partially attributed to the isolated compounds 12, and 4. The authors also thank Dr. Clecio de Souza Pwctinata for CD analysis. Evidence-Based Complementary and Alternative Medicine. Indexed in Science Citation Index Expanded.
Subscribe to Table of Contents Alerts. Table of Contents Alerts. Introduction The Lamiaceae family is pectinaata and comprises genera and species [ 1 ].
Key HMBC correlations of pectinatz 1 and 1a. Chemical structures of compounds 2 — 7 isolated from H. Chemical structures of compounds 8 — 11 isolated hptis H. CD spectra of 1 dotted line and 3 solid line. Effect of extract, fractions, and compounds isolated from H. View at Google Scholar L.
View at Google Scholar M. Felinto de Brito, M. Tojal da Silva, E. View at Google Scholar I. View at Google Scholar T.