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/-6 rrt/vvn o I 5'~{)Vd~?é__I
cf! C?m 'V..-b'uL F _-;fc /;l.J<YJJ Ut[ -- r 4V~ (p'/L
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/J,1,~11.--1 J!')Gd/I')'IA ~d -/!-j, _~t-{ ť--.VJ€-.-7~i/.r'-~· {Jl-i-{1 0-m-r' cf..e;C l7V7L_4..,. 1
.c:Jl-e.~ r-r-;rt~, +': 4; ~flé&~ c/i!;/1z,tC2t.eť
/)(Ý CLv~ A-er ~(J~ld'fX-.
J ~2L rVI- SUCWUl,fcť <;d s-»-e M,..-e ~
(' It#k~ CttM UA>; 7' rt44~~l' ,
Pf"'t s.:c SJť"',;~é
Published on September 30, 1997
by Organizing Committee of the 41st Symposium on
the Chemistry of Terpenes, Essential Oils, and Aromatics
Professor Tetsuo Ho
Faculty of Ag~iculture, Iwate University
Morioka 020, Japan

2. -~ .
1 I 09
A CI J' .:f 7 ~ Mentha longifolia Huds. (J) ~ ;IH P.lt51
(i~ T~I*-J;t m !i: ~, Charles Univ. ~ *) O 1! ~ iW ~ • ;~ 7.1<*iť ~ •
Szukukálek Attila *
1 . ~~
A CI / ' .:f 7 00 ~ Mentha IOngifolia (J) fz: 18k ~ ~ ~ B ;;$: I=::j2i 'J, '*'~!I=:: ci:: 'J :fI!i ;IH
C:: ~ ~'1fT t. t: C::t: 0, itt. *~D 6 ;f1. --C ~ .Q longiforia (J):fI!i;1H C::Ia: ~ ts. tj, ~ P.lt~' tJ{
menthone -C, lY.> (: t;i t A .:f- T jv .'" / *~11::; 7.1<~ ~ -a Iv C' ~ t: , ';::(J) i 'Y :h ta:
Chemotaxonomy (J) ~ tili tJ) 6 !J!1~ tJ{ ffl t;: ;f1. .Q (J) C' tJ. 'F r=:: -t (Ji) *~~~~" .Q .
2. H~M~(J)~nc::~m ~
~T ? ~'iiJIB=F (J) :::J ? j[... .J tili IR r=:: 'f !i: "9 .Q longifolia ~ ~ (J) jfi < (J):tt ~ PJf ~ :l" (S.Attila)
(J) ~ ~~ ImI~ I=::~ M i.. ~tff t. t: . 1994$10F.lmI:rE mJ (J) 'b (J) ~ ~ n L." -t (J):fI!i;m l;i
B;;$: (i~ !HI*-) I=::--C7.k ~ ~ ~ M I=:: ci:: 'J i~ t: ft, GC, GC-MS ( Column : Supereowax
60m x O.25mm, Film thiekness : 0.25 Ji. m , Oven temp. : 80°C "-' 210°C, 3°C /min., EI-MS:
70eV) I:::: --C ~ 1fT ~ tt: , -t (J) *5 ~, :fI!i;1H ~ P.lt~ l;i menthone (75.7%) C', -t (J) I~ tJ) I::::
isomenthone (4.0%), piperitone (2.0%), B-earyophyllene (2.6%), germaerene-D (4.9%) tJ. é:
~ ~ W t. t: (Fig.1) .
3. M. longifolía oil (J) Chemotaxonomieal ts: ~ ~
1.10 jt --C t: (J) fi Ia: Ji- W ff~ ~ tJ{ ~ :tJ tj ~ "9 ~ (J) C', tJ) ':J --C ~t!!ES 6 Ia: 1m =€ ~ viridis C:: ~
=€ ~ O) longifolia ~ Ht it --c, lb. < spicata C:: L., t: 11 tJ{ ci:: ~ (J) C' Ia: tJ. ~ tJ) C::m ~ L., t: i:
C:: tJ{ dr;.Q. ;::;f1. Ia:, 1m =€ ~ O) fiT- ~ ~ < c::, L.,It L.,It ~ =€ (J) @I"* tJq:e !~ '9 .Q tz. l'/)
C'dr;.Q.
1962~, ;ji ~ 6 O) ~ T~I O) 'f !i: fi O) ~' 1fT*5 ~ 1 ), Lawrenee 2) , Kokkinii3
) (J) ~ 15- ~
'b C::I=:: , M. longifolia O) ft ~ Pí ~ *~91J ~c "9 .Q C::;j:, O) ci:: oj tJ. P.lt~' *I=:: tJ..Q ;
CD piperitenone oxide, ® piperitone oxide, ® earvone, @ dihydroearvone, ® linalool,
® germaerene-D, (J) 3-oetanol, 3-oetanone.
*t: , m J-. j[... :::J ~ M. longifolía I::::':J ~ --C (a) 1,8-eineole(47.6%), (b) pulegone(42.1 %),
(e) piperitone (38.4%), 1,8-eineole (19.4%), menthone (1.3%) (J) 3 *~~tJ' 6 *tJ{ M.
bzguven I::::d::-:)--C~ 15- ~ h l l .Q 4). *~.z: (í) iili I::::ff :g t;i :@ -:) 't: ~ M. iongifolia
O) J!i ~ fltJ) G, trans-sabinene hydrate 5), 1,2-epoxy-neomenthyl aeetate, rose-oxide 6 )
~ -t ;f1. --f ;f1. ~ PX~ C::"9 .Q 'f !i: fi 'b ~ 15- ~ ;f1. --C ~ .Q .
;;$: ~ 15- O) A CI r; .:f 7 ~ M. longifolia (J) PX51 *ta: m I-- j[... :::J (J) (e) (J) ~ ;IH ~ I::::jfi ~ tJ{ ,
t: O) *C:: tt t1 ~ --C menthone C:: piperitone (J) ~ ~ ~ tJ{ ~ ts: tj, z; (J) J 'Y tJ t;i
M. longiforia (J) ~JT~ ~ PX~ *c ~ jt 6 h .Q .

3. II
10
Fig.1 Gas chomatogram of Slovakian M. longifolia Oil
:>CMX
1) S.Shimizu and N.lkeda; Bull. Agric. Chem. Japan 26, 84 (1962)
S.Shimizu and N.lkeda; Perfum. Essent. Oil Record 52, 708 (1961)
2) B.W.Lawrence; Ph.D. Thesis Rijkusuniversiteit, Groningen (1978)
3) S.Kokkinii and V.P.Papageorgou; Planta Medica 54, 59 (1988)
4) M.bzgOevn et a/.; Annual Con. of Med. Plant Res., Hall (Germany) Sept.(1995)
5) D.Karasawa and S.Shimizu; Agric. Biol. Chem. 42, 433 (1978)
6) D.Karasawa, S.Shimizu, S.Shatar and et a/.; J. Essent. Oil Res. 7, 255 (1995)
Essential Oil of Slovakian Mentha longifolia Huds..
Den'ei Karasawa, Sumio Shtmizu and Szukukálek Attila*
Dept. of Biosciense and Biotechnology Shinshu Univ.
and Dept. of Pharm. Charles Univ. Czech*.
The essential oi! of a wild M. longifolia strain from Komárno, Slovakia, near River
Donau, was investigated from a chemotaxonomical point of view. The oi! obtained at
flowering stage Oct. 1994, .was exarníneo by _GC-MS to identify more than thirty
constituents. The principal substances have been confirmed as follows; menthone(75.7%),
isomenthone (4.0%), piperitone (2.0%), B-caryophyllene (2.6%) and germacrene-D (4.9%).
A survery of the following previous studies on M. longifolia indicates that Slovakian M.
longifolia seems a new chemical strain; our results on European1)(1962), Lawrence's on
American
Z
(1978), Kokkinii's on Greek:l)(1988) and ozqůven's on Turkish M. longifolia'1J(1995) .
. ,
-.26-

4. · ,
J,
()
o
f--l
o
o
2
'r-------1 2 .2 9 6
~-------1 4_.4_:3 '7
~==4-~.::z....l,.....C:l---4_6 . 1 OB
P=~-------5 5.52 1
~=-'7B.4_:3B

5. ~o. RT COMPONENT AREA%
1 5.694 a -PINENE 0.35
2 5.870 2.5-DIMETHYLTETRAHYDROFURAN * O. 09
3 6.318 HEXANAL 0.02
4 6.886 ,B -PINENE O. 48
5 7. 013 SABINENE 0.25
6 7. 571 MYRCENE 0.37
7 8.579 LIMONENE 0.77
8 8.858 CE)-2-HEXENAL 0.02
9 8.959 1.8-CINEOLE 0.72
10 9. 184 ·(Z) -OC IMENE O. 69
I
11 .9.669 CE)-OCIMENE O. 11
t BUTYL ISOVALERATE
12 10.815 ISOAMYL ISOVALERATE 0.-03
13 10.992 TERPINOLENE 0.06
14 12.296 3-0CTYL ACETATE O. 15
15 14.437 3-0CTANOL Q. 24
16 16.855 HEXYL ISOVALERATE O.06
17 18.305 (MENTHONEJ ({6.77
18 . 18. 697 CZ)-3-HEXENYL ISOVALERATE I Q.55
J.9 19.247 (J SOMENTHONE.) (4.10)
20 20. 307 ,B-BOURBONENE + CAMPHOR 0.22
21 21. 091 SHC ** O.05
22 21. 648 SABINENE HYDRATE. CIS- 0.02
22. 200 MENTHYL ACETATE O. 02
23 22. 850 SHC ** 0.07
24 23. 330 ,B -ELEMENE 0.20
25 23. 504 NEO-MENTHOL O. 10
26 24. 024 (j} -CARYOPHYLLENE ) O. 65
27 24. 181 4-TERPINEOL O. 04
28 25. 330 MYRTENAL 0.05
29 25. 469 O.05
30 26. 024 PHENYLACETALDEHYDE O. 15
31 26. 322 :;
MENTHOL O. 17
32 27.435 PULEGONE O. 10
33 27. 572 HUMULENE O.03
34 28. 326 SHC ** 0.05
:J5, 28. 832 a -TERP 1NEOL O. 16
36 29.450 ~ERMACRENE D) i(4.97
37 30. 113 PIPERITONE O. 12
38 30. 357 DECANOL 2. 11
39 30. 565 SHC ** 0.58
40 31. 651 6 -CAD INENE O. 15
41 I 31. 782 O.04
42 31. 939 SHC ** O.06
43 34. 169 DIOSPHENOL O.08
44 36.409 GERANYLACETONE 0.03
45 39.102 BHT 0.06
46 39. 287 CIS-JASMONE O. 12
47 40. 730 0.04
I
48 42. 188 O. 15
49 42. 592 CARYOPHYLLENE OXIDE O. 10
50 45. 710 2.4-DODECADIENAL * O. 14
51 46. 108 OCTANOIC ACID 0.40
52 48. 040 O.04
53 48. 380 ~. 10. 14-TRIMETHYL-2-PENTADECANONE 0.04
54 49. 081 SPATHULENOL O. 14
55 51. 153 THYMOL O.09
56 51. 696 O.08
57 55. 521 DECANOIC ACID O.36
58 58. 235 FARNESOL O.04
59 59. 164 DIHYDROACTINIDIOLIDE I 0.04
61 72. 801 I 0.09
TOTAL 1100.00
* TENTATIVE
** SESQUITERPENE
'-